in-depth overview and comparison of 2006 & 2007 al chem syllabus

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    Section 5 The d-Block Elements

    5.1 General Features of d-Block Elements from Sc to Zn

    5.2 Characteristic Properties of d-block Elements and Their Compounds

    C. Organic Chemistry

    Section 1 Fundamentals of Organic Chemistry Structure & Naming

    Section 2 Fundamentals of Organic Chemistry Isomerism

    Section 3 Fundamentals of Organic Chemistry Organic Acids, Bases and Mechanisms

    Section 4 Introduction to Practical Organic Chemistry

    Section 5 Alkanes & Alkenes (Aliphatic Hydrocarbons)

    Section 6 Aromatic Hydrocarbons

    Section 7 Halogeno-compounds

    Section 8 Hydroxy Compounds

    Section 9 Carbonyl Compounds

    Section 10 Carboxylic Acids & their Derivatives

    Section 11 Nitrogen Compounds

    D. Chemistry and the Environment (Out of Syllabus)

    Air Pollution (Out of Syllabus)

    Water Pollution (Out of Syllabus)

    Solid Waste (Out of Syllabus)

    Pollution Control in Hong Kong (Out of Syllabus)

    E. Chemistry and Food (Partly Out of Syllabus)

    Proteins (In Syllabus)

    Carbohydrates (Out of Syllabus)

    Fats and oils (In Syllabus)

    Food Preservation (Out of Syllabus)

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    F. Chemistry In Action (Newly Added)

    Polymers

    Drugs

    Green Chemistry

    Physical Chemistry

    Section 1 Atoms, Molecules and Stoichiometry

    Objectives:

    1. Recognize that protons, neutrons & electrons are constituents of the atom

    2. State the relative masses & charges of proton, neutron & neutron

    3. Recognize that the atomic nucleus is much smaller than the atom

    4. Distinguish among relative isotope mass, relative atomic mass & mass no.

    5. Recognize that the relative atomic mass of an element is an average value of all the relative isotope

    masses of the element

    6. Calculate the relative atomic mass from the relative isotopic masses & relative abundances

    7. Calculate the relative molecular mass of a compound from relative atomic masses

    8. Recognize the mass spectrometer can be used to determine the mass-to-charge ratio of a particle

    9. State the main functions of the various parts of the mass spectrometer: vaporization chamber,

    ionization chamber, electric field, magnetic field, ion detector & the recorder

    10. Recognize that a mass spectrum of an element may consist of many peaks due to the presence of

    isotopes with different mass/charge ratio

    11. Recognize that the number of C atoms in 12g of carbon-12 is called the Avogadros constant

    12. Recognize that equal no. of moles of gases occupy equal volumes at the same temperature and

    pressure (Avogadros Law).

    13. Recognize that the molar volumes of a gas at R.T.P. and S.T.P. are approximately 24dm and

    22.4dm respectively

    14. Perform calculation involving mole, e.g. finding the

    no. of moles from a given mass of substance or the volume of a gas at R.T.P. or S.T.P.

    no. of particles in a given mass of substance

    molarity from mass or no. of moles of substance & the volume of solution

    15. Use the ideal gas equation: PV=nRT in calculation, e.g. finding density, pressure, volume, relative

    molecular mass etc.

    16. Recognize that the ideal gas equation is a generalization of the Boyles Law, Charles Law,

    pressure law & Avogadros law

    17. Define the partial pressure & mole fraction

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    18. State the Daltons Law of partial pressures & its derivation from the ideal gas equation

    19. Derive the equation: =PM/RT

    20. Calculations of empirical and molecular formulae

    21. Balancing redox equations

    22. Calculations of theoretical yield and percentage yield of a reaction

    23. Recognize several types of titrations e.g. acid-base titration, redox titration, back titration

    24. State the procedures of volumetric analysis including the preparation of a standard solution

    Out of Syllabus

    1. Radioactivity

    Name of , particles and radiation

    Balance equations of nuclear reactions

    Uses of radioactive isotopes in leak detection, radiotherapy, nuclear power and as tracers

    2. The Faraday and the mole

    The Faraday as the quantity of electricity of one mole of electrons

    Relationship between the mass liberated and the quantity of electricity passed in electrolysis

    No. of mole of metal deposited during electrolysis = It/nF

    , where I = current, t = time, n = no. of mole of electrons, F = Faradays constant (96500C)

    Note: Nothing is added in this section

    Section 2 The electronic structures of atoms and the periodic table

    Objectives:

    1. Recognize that the atomic emission spectrum of an element is unique & is an important evidence

    for the electronic structure of the atom

    2. Recognize that there exists discrete energy levels for the electron(s) in an atom

    3. State the cause of the emission spectrum of hydrogen: an electron in a lower energy level can be

    excited by the absorption of energy; when this electron falls back to the lower energy level, a

    photon with specified frequency or wavelength corresponding to the energy difference is emitted

    4. Recognize that the difference in energy between 2 energy levels can be found by the Planks

    equation: E=hv

    5. Recognize the uniqueness of atomic emission spectra which can be used to identify different

    elements

    6. State the experimental procedure for flame test

    7. Recognize that each series of emission lines of hydrogen converges at high energy end & the

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    convergence limit of the Lyman series of the hydrogen atom can be used to find the ionization

    enthalpy of hydrogen

    8. Recognize that electrons show particle nature and wave nature

    9. Recognize that in the wave mechanics model of atom, the electrons in an atom do not localized in

    fixed orbitals but move very fast in regions that extend to infinty. These regions are called orbitals,

    within which the probability of finding an electron is high

    10. Distinguish between shell, subshell & orbital

    11. Recognize the pictorial representations of the s, p & d orbitals

    12. Recognize the relative energy levels of subshells in

    non hydrogen atoms: 1s < 2s < 2p < 3s < 3p < 4s < 3d < 4p

    13. Predict the electronic configuration of an atom or ion for elements with Z

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    Energy absorbed to break the bonds of the reactants < Energy released from the formation of

    bonds of the products

    7. Recognize that for endothermic reactions: (H > 0)

    Energy absorbed to break the bonds of the reactants > Energy released from the formation of

    bonds of the products

    8. State the standard conditions in thermochemistry: 1 atm, 298K & 1 moldm

    9. Define the standard enthalpy changes of:

    neutralization

    solution

    formation

    combustion

    10. Outline the experimental methods for the determination of H, in particular the enthalpy change of

    neutralization and state the sources of errors

    11. State Hesss Law the total enthalpy change of a chemical reaction is independent of the path

    taken

    12. Draw enthalpy cycle & enthalpy energy level diagram for givens sets of equations and perform

    thermochemical calculations

    Newly added objectives

    1. Recognize that entropy change (S) is related to the change in the degree of disorder of a system, a

    process with increase in randomness has a +ve S, and is more favorable to occur

    2. Recognize that free energy change (G = H - TS) is the driving force of a reaction, a

    spontaneous reaction should have a ve G

    Note: Nothing is cut in this section

    Section 4 Bonding and Structure

    4.1 Nature of forces holding atoms together

    Objectives:

    1. Recognize that chemical bonds are strong electrostatic forces holding atoms or ions together,

    which are formed by the rearrangement of electrons

    2. Recognize that atoms tend to form chemical bonds in order to achieve a noble gas structure

    3. Recognize that there are 3 types of chemical bondings: Ionic bond, covalent bond and metallic

    bond

    4. Sketch energy profiles of the formations of ionic bond & covalent bond

    5. Recognize that covalent bonds are formed by the sharing of electrons between 2 atoms

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    5. Recognize that there are 6 enthalpy terms in the Born-Haber cycle

    6. Recognize that an ionic crystal consists of a large no. of regularly packed ions to form a 3-

    dimensional structure

    7. Describe the crystal packings & draw diagrams for the crystal structures of NaCl, CsCl

    8. Recognize that the formula of an ionic compound can be deduced from the coordination numbers

    of the cation & anion in the crystal

    9. Define Ionic radius

    10. Recognize that an anion is larger than a neutral atom and a cation is smaller than a neutral atom

    11. Describe and explain the trends of ionic radii in the Periodic Table

    Note: Nothing is cut or added in this section

    4.4 Covalent bonding

    Objectives:

    1. Recognize that a covalent bond is formed by the sharing of electron pair(s)

    2. Describe the formation of covalent bond using the concept of the overlapping of atomic orbitals

    3. Draw dot and cross diagrams for simple molecules & ions, e.g. CH4, NH3, H2O, HF, NH4+ &

    NH2-

    4. Recognize that the octet rule had some limitations, e,g, in SF6, PCl5, BF3

    5. Recognize that dative covalent bond is a special case of covalent bond (e.g. in H3NBF3) which

    is formed by the overlapping of an empty orbital with an orbital by a lone pair of electrons

    6. Recognize that bond enthalpies can be used to compare the strengths of covalent bonds

    7. Define covalent radius and explain the trends of covalent radii in the Periodic Table

    8. State approximate additivity rules of nond enthalpies & covalent radii. Recognize that the break

    down of additivity rules indicates that a particular bond is dependent on its environment & the

    inadequacy of simple bonding model (e.g.benzene)

    9. State the relationship between covalent bond enthalpies and bond lengths as illustrated by

    hydrogen halides

    10. Recognize that covalent bonds are directional & predict the shapes of molecules & ions using the

    electron pairs repulsion theory

    11. Recognize that the atomic orbitals of an atom can hybridize to give hybrid orbitals, e.g. sp, sp2 &

    sp3

    12. Describe the formation of bond and bond by the overlapping of orbitals

    13. Recognize that a double bond is made up of a bond and a bond while a triple bond is made up

    of a bond and 2 bonds

    14. Recognize that the delocalization of electrons exists in some molecules and ions, e.g. benzene,

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    CO32- & NO3-

    15. Describe the crystal packing & draw diagrams for covalent crystals, e.g. diamond, graphite and

    quartz

    Note: Nothing is cut or added in this section

    4.5 Bonding intermediate between ionic & covalent

    Objectives:

    1. Recognize that pure covalent & ionic bonds are extremes of 2 bonding models

    2. Recognize that there may be incomplete electron transfer in an ionic bond (polarization of ionic

    bond)

    3. State the conditions for the polarization of ionic bonds

    4. Recognize that the difference in lattice enthalpies calculated from Born-Haber cycle & from

    theoretical value is an evidence for the failure of the pure ionic model

    5. Recognize that the electron density in a covalent bond may not be equally shared polar covalent

    bond

    6. State the evidences for the existence of polar molecules

    7. Explain the cause for polar covalent bond in a molecule using the concept of electronegativity

    8. Recognize that dipole moment is a vector quantity & the resultant dipole moment of a molecule is

    the vector sum of all the bond dipole moments

    9. Recognize that the dipole moment of a molecule is governed by

    polarity of bond

    shape of molecule

    position of lone pair(s)

    10. Recognize that a molecule with polar bonds may have zero resultant dipole moment because of the

    high symmetry of the molecule, e.g. CCl4

    11. Recognize that the dipole moment of a molecule can provide information about the shape of the

    molecule, e.g. dipole moment of CO2 = 0 supports a linear structure, while the dipole moment of

    SO2 > 0 supports a bent structure

    Note: Nothing is cut or added in this section

    4.6 Intermolecular forces

    Objectives:

    1. Recognize that intermolecular forces are weak forces holding molecules together

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    2. Recognize that there are 2 types of intermolecular forces: van der Waals forces & hydrogen bonds

    3. Explain the formation of van der Waals forces in terms of

    permanent dipoles

    instantaneous dipoles

    induced dipoles

    4. State the 3 types of van der Waals forces:

    dipole-dipole attractions (permanent dipole-permanent dipole attractions)

    dispersion forces (instaneous dipole-induced dipole attractions)

    induction forces (permanent dipole-induced dipole attractions)

    5. Recognize that the strength of van der Waals forces increases with the ease of distortion of

    electron cloud (or polarizability) of the molecule which in turn increases with molecular size (or

    number of electrons)

    6. Recognize that van der Waals forces exist in ALL molecules (polar & non-polar)

    7. Explain the meaning of van der Waals radius

    8. Recognize that the van der Waals radius of a nonmetal is larger than the covalent radius because

    the strength of covalent bond is about 100 to 200 times stronger than the van der Waals forces

    9. Describe the structure of molecular crystals: iodine, carbon dioxide

    10. State the meaning of triple point, critical point, vaporization curve, sublimation curve & fusion

    curve in the pressure-temperature diagrams of CO2 & H2O

    11. Sketch the pressure-temperature diagrams of CO2 & H2O & state the special features in these

    phase diagrams negative slope of fusion curve in H2O & triple point pressure > 1 atm in CO2

    12. Recognize that hydrogen bond is formed by a H situated between 2 electronegative elements: F, N

    or O

    13. Explain the cause & nature of hydrogen bond

    14. Describe an experiment to find the approziamate strength of hydrogen bond

    15. Recognize that hydrogen bond can be intermolecular or intramolecular

    16. Explain the following by the existence of hydrogen bond:

    abnormally high b.p. of NH3/H2O/HF over other Group 5/6/7 hydrides

    high enthalpy changes of vaporization of alcohols & carboxylic acids

    dimerization of carboxylic acid

    open structure of ice

    special properties of water: high m.p., high b.p., high heat capacity etc.

    helical structure of protein & DNA base pairing

    Newly added Objectives:

    1. Describe the structure molecular crystal: buckminsterfullerene (C60)

    Note: Nothing is cut in this section

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    4.7 Structures and properties of substances

    Objectives:

    1. Recognize that the structure and bonding of a material governs its physical properties

    2. Recognize that the m.p. & b.p. of a substance are related to the strengths of the

    intermolecular forces (for simple molecular substances)

    chemical bonds (for metals, giant ionic & giant covalent substances)

    3. Recognize that the electrical conductivity of a substance is due to the presence of delocalized

    electrons or mobile ions

    4. Recognize that the solubility of a substance in a solvent is dependent on the polarities of the solute

    and the solvent

    Newly added objectives:

    1. Recognize the the properties of bukminsterfullerene are related to its unique structure

    2. State the impacts of modern materials, such as semiconductors, nanotubes & liquid crystals on our

    daily life

    Note: Nothing is cut in this section

    Section 5 Chemical Kinetics

    Objectives:

    1. Explain the meaning of reaction rate & its units

    2. express rate in terms of the change in concentration of reactants or products per unit time

    3. Describe the various physical and chemical methods for measuring the rate:

    monitor the change in amount (or concentration) of reactant or product by quenching

    followed by titration

    determining the volume of gas formed at different times

    colorimetric measurement of light intensity at different times

    4. State the various factors affecting the rate:

    --concentration

    --temperature

    --pressure

    --surface area

    --temperature

    --light

    5. Describe experiments for studying the various factors on the reaction rate:

    -- concentration: HCL/Mg

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    -- temperature: HCl/Na2S2O3

    -- particle size: acid/marble chips and acid/powdered CaCO3

    -- catalyst: MnO2 on the decomposition of H2O2

    -- light: Br2/hexane

    6. Explain the meaning of rate equations for zeroth order, first order and second order reactions

    7. Recognize that the unit of a rate constant is dependent on the rate equation

    8. Recognize that radioactive decay is a first order process

    9. State the meaning of half-life of a reaction

    10. Derive the relationship for the first order reactions: k=0.6931/t where t= half-life

    11. Interpret rate data of concentration ([A]) at various time (t) by plotting appropriate graphs:

    -- [A] versus t for zeroth order reaction (negative slope)

    -- ln[A] versus t for first order reaction (negative slope)

    -- 1/[A] versus t for second order reaction (positive slope)

    12. Interpret rate data of initial rates at various initial concentrations of reactant by calculation

    13. Recognize that the order of a reaction reflects the molecularity of the rate determining step

    14. Recognize that in order to start a chemical reaction, an amount of energy which is larger than or

    equal to the activation energy must be supplied

    15. Recognize that the activation energy of a reaction can be calculated using the Arrhenius equation: k

    = A exp(-Ea/RT) when the rate constants at 2 different temperatures are known

    16. Recognize that molecules in a gas show a wide range of speeds the Maxwell-Boltzmann

    distribution of molecular speeds

    17. Recognize that collision theory can be used to explain the rate of a reaction & recognize the

    limitation and inadequacy

    18. Explain the effect of temperature on reaction rate based on the Maxwell-Boltzmann distribution

    curve

    19. Recognize that the course of a reaction can be represented graphically by an energy profile a

    graph of potential energy against reaction coordinate

    20. Recognize the existence of transition state in an energy profile

    21. Distinguish between the order of a reaction & molecularity of an elementary step

    22. Recognize that some reactions involve only 1 single step (single stage reactions) while some

    reactions involve more than 1 step (multi-stage reactions)

    23. Recognize that the mechanism of a reaction is a step-by-step description of how the reaction

    occurs

    24. Recognize that the rate determining step in a multi-stage reaction is the slowest elementary step

    (highest activation energy)

    25. Recognize that a catalyst can change BOTH the rate AND mechanism of a reaction by providing

    an alternative pathway for the reaction

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    26. Explain the difference between homogeneous catalysis & heterogeneous catalysis

    27. State examples of homogeneous catalysis & heterogeneous catalysis

    28. State the various applications of catalysts:

    V2O5 in contact process, Fe in Haber process

    Ni (Pt or Pd) in the hydrogenation of unsaturated oils

    Pt in catalytic converters

    Enzyme

    Note: Nothing is cut or added in this section

    Section 6 Chemical Equilibria

    6.1 Dynamic Equilibria

    Objectives:

    1. Recognize that a chemical equilibrium is dynamic

    2. State the characteristics of a chemical equilibrium

    It is dynamic

    It exists only in a closed system

    It can be reached from either directions, quickly or slowly

    The relative amounts of the reactants & products do not change

    At equilibrium: forward reaction = backward reaction rate 0

    The position of equilibrium can be shifted by changes in conditions

    The percentage yield for the reversible reaction is always less than 100%

    3. State the factors affecting equilibrium position: concentration, pressure & temperature

    4. State the Le Chateliers Principle

    5. Predict qualitatively the effect of changes in pressure, concentration & temperature on the

    equilibrium position using the Le Chateliers principle on the following systems:

    Br2 (aq) + H2O (l) H+ (aq) + Br (aq) + HOBr (aq)

    Cr2O72 (aq) + H2O (aq) 2CrO42 (aq) + 2H+ (aq)

    BiCl3 (aq) + H2O (l) BiOCl (s) + 2H+ (aq) + 2Cl (aq)

    N2O4 (g) 2NO2 (g)

    6. State the meaning of equilibrium constants Kc & Kp

    7. Perform calculation in Kc & Kp

    8. Describe the experiments for the determination of Kc in

    esterification by titration

    Fe+ (aq) + NCS (aq) [Fe(NCS)]+ (aq) by colorimetry

    9. Recognize that the equilibrium constant of a reaction is dependent only on the temperature & not

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    affected by concentration or pressure

    10. Recognize that the shift in equilibrium position by the change in concentration or pressure can be

    explained in terms of the equilibrium law

    11. Explain the effect of temperature on equilibrium using: lnK = constant (H/RT)

    12. Recognize that choosing the operating conditions for the Haber Process & Contact Process can be

    explained in terms of equilibrium

    13. Recognize that the partition (distribution) of a non-volatile solute in 2 immiscible liquids can be

    described using the partition coefficient

    14. Calculations involving partition coefficient

    15. State the applications of solvent extraction

    16. State the principle of paper chromatography

    Note: Nothing is cut or added in this section

    6.2 Ionic Equilibrium

    Objectives:

    1. Define an acid or base using the Brnsted-Lowry theory

    2. Recognize that acid-base equilibria involve the competition for protons

    3. Recognize that water undergoes ionization slightly:

    2H2O (l) H3O+ (aq) + OH (aq)

    4. Define the ionic product of water, Kw

    5. Define the pH value as log10[H3O+(aq)]

    6. Recognize the dissociation constants of Ka & Kb of weak acid & weak base respectively

    7. State the meanings of pKw, pKa & pKb

    8. Recognize that a strong acid has a large Ka (small pKa), while a strong base has a large Kb (small

    pKb)

    9. Recognize that for solutions of the same concentration, a strong acid (or base) has a lower (or

    higher) pH value & a higher conductivity

    10. Recognize that a strong acid has a weak conjugate base, while a strong base has a weak conjugate

    acid

    11. Recognize that a buffer can resist the change in pH of a solution

    12. Recognize that a more concentrated buffer has a higher buffering capacity (i.e. more resistant to

    the change in pH)

    13. State the different methods to prepare a buffer

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    14. Describe experimental procedure to find Ka & kb by pH measurement

    15. Explain the change in colour of acid-base indicators using acid-base equilibra

    16. Describe experimental procedure & perform calculation for the titration using double indicators for

    a mixture of NaHCO3 & Na2CO3 against standard HCl

    17. State & explain the change in pH for acid-base titration

    18. Sketch different titration curves for changes in pH & choose suitable indicator or method(s) fr an

    acid-base titration

    19. Perform calculation in volumetric analysis

    20. Perform calculation involving

    pH, Ka, Kb & buffer: pH = pKa + log[A]/[HA] or pOH = pKb + log[HB+]/[B]

    hydrolysis of salt: conjugate base (Kh = Kw/Ka) & conjugate acid (Kh = Ka = Kw/Kb)

    indicator: pH = pKln + log([ln]/[Hln])

    Newly added objectives:

    1. Define the solubility product Ksp of a sparingly soluble electrolyte, e.g.

    -- PbS (Ksp = [Pb2+(aq)][S2(aq)]

    -- AgCl (Ksp = [Ag+(aq)][Cl(aq)]

    -- Ag2CrO4 (Ksp = [Ag+(aq)][CrO4(aq)]

    2. Describe experimental procedure to find Ksp

    3. Recognize that for a sparingly soluble compound such as AgCl (aq), the solubility of AgCl can be

    decreased by the addition of either Ag+ &/or Cl (common ion effect)

    Note: Nothing is cut in this section

    6.3 Redox Equilibria

    Objectives:

    1. Define oxidation, reduction, oxidant (oxidizing agent) & reductant (reducing agent) in terms of

    electron transfer & the change in oxidation number (state)

    2. Recognize that a redox equilibrium: oxidant + ne reductant represents the competition for e

    3. Use half-equation to represent electron transfer of redox reaction

    4. Identify the cathode & anode in an electrochemical cell

    5. Recognize that the following are common half-cells:

    metal & its ion, e.g. Cu2+ (aq) + 2e Cu (s)

    non-metal & its ion, e.g. I2 (aq) + 2e 2I (aq)

    ions in different oxidation numbers, e.g. Fe3+ (aq) + e Fe2+ (aq)

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    metal & insoluble metal salt, e.g. PbSO4 (s) + 2e Pb (s) + SO42 (aq)

    6. State the standard conditions in electrochemistry

    7. Explain the meaning of standard electrode (reduction) potential and how to obtain it from

    experiment using standard hydrogen electrode

    8. State how the standard electrode potential can be used to compare the relative tendency for a

    metal/metal ion system to gain or to lose electrons

    9. E.m.f. of a cell (with a given cell diagram) E cell = Eright Eleft

    10. Recognize that the electrochemical series (given in the exam) can be used to compare the strength

    of ozidizing agents or reducing agents

    Newly added objectives:

    1. Recognize that the electrode potential can be calculated from the molarities of RA & OA by the

    Nerst equation:

    E = E + (0.059/n)log([oxidant]/[reductant])

    2. Use the standard electrode potential to predict the feasibility of redox reactions and state the

    limitation of this approach due to kinetic factor

    3. State the structure, electrochemical processes & uses of primary cell (e.g. Zn-C cell), secondary cell

    (e.g. lead-acid accumulator) & hydrogen-oxygen fuel cell

    Out of syllabus:

    1. IUPAC conventions in writing cell diagrams (but you must be able to read it)

    2. Corrosion of iron and its prevention

    The electrochemical process involved in rusting

    Prevention corrosion by coating and cathodic protection

    Socioeconomic implications of corrosion and prevention

    6.4 Phase Equilibrium (Out of syllabus)

    1. Two component system:

    -- Studies limited to phase diagrams for mixtures of two miscible liquids

    (i) vapour pressure against mole fraction (with temperature constant)

    (ii) boiling point against mole fraction (with pressure constant)

    2. Ideal systems:

    Raoults Law. The characteristic properties of an ideal system explained in terms of

    molecular interactions

    3. Non-ideal system:

    Positive and negative deviations from raoults Law explained in terms of molecular

    interactions. Enthalpy changes on mixing as evidence of non-ideal behaviour

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    Azeotropic mixtures

    4. Fractional distillation:

    Explaination of the principle of fractional distillation using the boiling point composition

    curve

    Application of fractional distillation in oil refining

    - End of Physical Chemistry -

    Inorganic Chemistry

    Section 1 Periodic Properties of Elements in the Periodic Table

    (Periodic Variations in Physical Properties of the Elements from H to Ar)

    Objectives:

    1. Recognize that the properties of elements are periodic functions of the atomic number

    2. Recognize that elements can be classified into metals (on the left of Periodic Table), Semi-metals

    (middle) & non-metals (on the right)

    3. Recognize that the properties of elements may be predicted using the Periodic Table

    4. Define the following terms:

    Ionization enthalpy

    Atomic radius (metallic radius, covalent radius, van der Waals radius)

    Electron affinity

    Electronegativity

    Polarizing power of cation

    Polarizability of anion

    5. Describe and explain the variation of the following physical properties of elements from Li to Ar

    Structure & bonding

    Melting point

    Atomic radius

    Ionization enthalpy

    Electron affinity

    Electronegativity

    Polarizing power of cation & polarizability of anion

    6. State and explain the diagonal relationship of the following pairs of elements: Li & Mg, Be & Al,

    B & Si

    7. Recognize that second period elements (Li to F) show anomalous properties from the other

    members in the same group

    Note: Nothing is cut or added in this section

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    Section 2 Periodic Properties of Elements in the Periodic Table

    (Periodic Relationships Amongst the Oxides of the Elements from Li to Cl)

    Objectives:

    1. Recognize that elements Li to Cl show a wide range of reactivities towards

    water

    oxygen

    hydrogen

    clorine

    dilute non-oxidizing acid

    2. Recognize that the oxidation states & chemical reactivities of elements are periodic functions of

    the atomic numbers

    3. Describe the formulae, bonding nature & structures of the oxides of Li to Cl

    4. Describe the bonding in oxides & explain the acid/base behavior & hydrolytic behaviour of oxides

    in terms of the structures of the oxides

    5. Describe & predict the reactions between oxide and

    water

    dilute acids

    dilute alkalis

    Out of syllabus

    1. Periodic Relationships Amongst the Chlorides and Hydrides of the Elements from Li to Cl

    Note: Nothing is added in this section

    Section 3 The s-Block elements (Group I & II Elements)

    Objectives:

    1. State and explain the major characteristics of s-block elements:

    high metallic character & low electronegativity

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    fixed oxidation state in their compounds

    formation of ionic & basic oxides

    show characteristic flame colour in flame test

    relativity weak tendency to form complexes

    2. Outline the experimental procedure for carrying out flame test & memorize the flame colour of s-

    block elements, e.g. Na (yellow), K (Lilac), Ca (brick-red), Ba (apple-green)

    3. Explain the similarities shown by elements within the same group and their compounds using

    electronic configurations and chemical bonding

    4. Explain the general trends in the variation of the following physical properties of s-block elements

    in terms of bonding & structure:

    m.p. & b.p. usually decrease down the group

    atomic radius (& ionic radius) increases down the group

    1st (or sum of 1st & 2nd) ionization enthalpy decreases down the group

    standard reduction potential usually becomes more ve down the group

    hydration enthalpy of cations becomes less ve down the group

    5. Explain the general trends in the variation of the following chemical properties:

    reducing properties

    reactivities, e.g. with water & non-metals increase down the group

    polarizing power of cations decreases down the group

    stabilization of anion (e.g. CO3) by the cation increases down the group

    tendency to form covalent bond decreases down the group

    tendency to form complexes or hydrated compounds decreases down the group

    basic strengths of oxides & hydroxides increase down the group

    6. Write equations for the following reactions of s-Block elements

    reaction with water

    reaction with oxygen

    reaction with acids

    reaction with nitrogen

    7. Describe & explain the following properties of the compounds of s-block elements

    Thermal stability of carbonates & hydroxides (in terms of polarization & difference in lattice

    enthalpies) for compounds with

    (i) small anions e.g. HO, thermal stability decreases down the group

    (ii) large anions e.g. CO3, thermal stability increases down the group

    Solubility of sulphates(VI) & hydroxides (in terms of hydration enthalpy & lattice enthalpy)

    for compounds with

    (i) small anions e.g. HO, solubility increases down the group

    (ii) large anions e.g. SO4, solubility decreases down the group

    8. Recognize that Li & Be show anomalous properties and explain these properties in terms of the

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    small cationic sizes and high electronegativities

    Note: Nothing is cut or added in this section

    Section 4 The p-Block Elements

    4.1 The Halogens

    Objectives:

    1. State & explain the major characteristics of the halogens:

    high electronegativity

    formation of ionic halides & covalent halides with -1 oxidation state

    formation of oxoanions & oxoacids with oxidation states from +1 to +7

    2. Explain the general trends in the variation of the following physical properties of halogens:

    m.p. & b.p.

    atomic radii & ionic radii

    first ionization enthalpies & electron affinities

    standard reduction potentials

    3. Explain the similarities shown by the halogens and their compounds using electronic

    configurations and chemical bonding

    4. Describe the laboratory preparation of the halogens, especially Cl2

    5. Describe & explain the following chemical properties of F2, Cl2, Br2 & I2:

    variable oxidation states (except for F)

    oxidizing properties (decrease down the group)

    reactions with water & alkalis (mainly disproportionation)

    reactions with metals (e.g. Na + Cl2, Br2 or I2)

    reactions with non-metals (e.g. H2 + Cl2, Br2 or I2)

    reactions with iron(II) (Cl2 & Br2)

    6. Describe the observations and write equations for the following reactions: solid ionic halide (NaX) + conc. H2SO4 formation of HX (if X = F, Cl) or X2 (if X = Br &

    I)

    solid ionic halide (NaX) + conc. H3PO4 formation of HX

    aqueous solution of halide (X) + Ag+ (aq) formation of insoluble AgX (s) can be used

    for identification

    7. State the necessary conditions for disproportionation

    8. Explain the variation of the acid strength of hydrogen halides (HX) and oxoacids (HXOn)

    9. Recognize that HF shows anomalous behaviour extensive hydrogen bonding & weaker acidity

    than other HX (explain in terms of ion-pair formation)

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    10. Predict possible redox reactions involving halogens & halides

    11. Recognize that F2 shows anomalous properties and explain these properties in terms of the small

    atomic radius and high electornegativity

    Note: Nothing is cut or added in this section

    4.2 Nitrogen and its compounds (Out of syllabus)

    4.3 Sulphur and its compounds (Out of syllabus)

    4.4 Group IV Elements (Newly added)

    Objectives:

    1. Explain the general trends in the variation of the following physical properties of Group IV

    elements in terms of structure and bonding:

    m.p. & b.p.

    enthalpies of atomization

    atomic radii & ionic radii

    first ionization enthalpies

    2. Recognize that Group IV elements show different chemical properties down the group (while

    Group I, II, VII elements show similarities in the group)

    3. Explain the dissimilarities shown by elements within the same group and their compounds using

    electronic configurations and chemical bonding

    4. Explain the relative stabilities of the +2 and +4 oxidation no. of the Group IV elements using the

    concepts of promotion energy, bond energy and inert pair effect

    5. Describe the composition and structures of oxides

    6. Explain the hydrolytic behaviour and relative stabilities of the chlorides

    7. Describe the compositions and structures of oxides

    8. Explain the relative stabilities of the +4 & +2 oxides

    9. Describe & explain the variation of the acidic, amphoteric and basic properties of the oxides down

    the group

    10. Describe & explain the uniqueness of carbon

    11. State the uses of silicon

    12. Describe the bonding and structures of silicates

    13. Explain the effect of structure on properties of silicates as exemplified by chain silicates, sheet

    silicates and network silicates

    14. Recognize the importance of silicon and its compounds such as feldspar, mica and quartz in daily

    life

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    Section 5 The d-Block Elements

    5.1 General Features of d-Block Elements from Sc to Zn

    Objectives:

    1. Define transition elements & d-block elements

    2. Recognize that elements in the first transition series (Sc to Zn) have electronic configurations of

    [Ar]3d(1-10)4s(1-2)

    3. Draw electrons-in-box diagrams for the first transition series (Sc to Zn) and their ions using

    Hunds rule

    4. Explain the irregularities in electronic configurations of d-block elements & their ions on terms of

    the fact that the energies of 3d & 4s are very close

    the extra stabilities of the half-filled d-subshell & full-filled d-subshell, e.g. Cr90), Cu(0),

    Mn(II), Fe(III) etc.

    5. Explain the general trends in the cariation of the following physical properties of the elements

    across the period from Sc to Zn:

    ionization enthalpies

    electronegativities

    m.p. & hardness

    densities

    atomic (metallic) radii & ionic radii

    standard reduction potentials

    6. Recognize that similarities in physical properties of transition elements are closely related to the

    similarities in

    electronic structure

    the no. of electrons participated in the metallic bond

    atomic radii

    7. Explain the formation of coloured compounds & complexes using the concept of splitting of d-

    orbitals & the absorption of visible light

    8. Recognize that coloured compounds or ions are associated with atoms/ ions with d1 to d9

    electronic configuration

    9. Compare & explain the differences and similarities between Group I/II elements and transition

    elements e.g

    stronger metallic bond

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    variable oxidation states

    formation of complexes

    formation of coloured compounds

    catalytic behaviour

    Note: Nothing is cut or added in this section

    5.2 Characteristic Properties of d-block Elements and Their Compounds

    Objectives:

    1. State the 4 major characteristic properties of d-block elements/ transition elements & their

    compounds: variable oxidation states, complex formation, coloured ions & catalytic properties

    2. Recognize that transition elements can exist in variable oxidation states in various compounds

    such as chlorides, oxides & complexes

    3. Recognize that the variable oxidation states of transition element are caused by the low successive

    ionization enthalpies of that element

    4. Explain the relative stabilities of oxidation states in terms of electronic structures

    5. Predict possible reactions (& write equations) using standard electrode potentials under acidic,

    neutral & alkaline conditions

    6. Recognize that the change in oxidation states of transition metal can lead to the change in colour

    7. Describe the interconversion between oxidation states of compounds of vanadium (+2, +3, +4, +5)

    & manganese (+2, +4, +7)

    8. Recognize that a complex is formed from ligands and a metal ion or atom

    9. Recognize that a ligand is a Lewis base which donates e pair(s) to a metla ion/atom

    10. Recognize that in a complex, the metal ion or atom and the ligands are bonded by dative covalent

    bonds / coordinate bonds

    11. Give the IUPAC name of a complex

    12. Draw the common shapes of complexes: octahedral, tetrahedral & square planar

    13. Recognize that geometrical & structural isomerism may exist in complexes & draw

    stereostructures of these complexes

    14. Recognize that transition metal ions in aqueous solution actually exist as aquo complex whichcan undergo hydrolysis

    15. Recognize that the stability of a complex can be expressed in terms of the stability constant which

    is dependent on the nature of the metal, nature of the ligand and the no. of ligands attached to the

    metal

    16. Recognize that a stronger ligand can displace a weaker ligand from a complex due to the formation

    of a more stable complex

    17. Explain the ligand substitution reactions of Cu(II) complexes in terms of the relative stabilities of

    the complexes

    18. Explain the formation of coloured compounds & complexes using the concept of splitting of d-

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    orbitals

    19. State the colour of the hydrated ions of Fe(II), Fe(III), Co(II) & Cu(II)

    20. Recognize that transition metals and their ions can act as catalyst

    21. Explain the homogeneous catalysis & heterogeneous catalysis of transition metals and their ions

    22. State the role of transition metals & their compounds as catalysts in industrial processes

    Fe in Haber Process

    Fe+ or Fe+ in the reaction between I2 & S2O8

    MnO2 in the decomposition of H2O2

    Note: Nothing is cut or added in this section

    - End of Inorganic Chemistry -

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    Organic Chemistry

    Section 1 Fundamentals of Organic Chemistry Structure & Naming

    Objectives:

    1. State the natural sources of organic compounds:

    Alkanes. Alkenes & aromatic hydrocarbons from crude oil & coal

    Carbohydrates, proteins & fats in living organisms

    2. Recognize that the uniqueness of carbon in forming a large no. of organic compounds is mainly

    due to the ability of carbon to catenate

    3. Recognize the 3 types of hybridization of C atom in organic compounds:

    sp, e.g. in alkynes

    sp. e/g/ in alkenes

    sp, e.g. in alkanes

    4. Recognize that most organic molecules can be represented by a carbon parent chain linked to one

    or more functional group(s)

    5. Recognize the function groups of the following compounds & give the systematic names of

    organic compounds containing these functional groups:

    alkenes

    alkynes

    halogenocompounds

    phenols & alcohols

    ethers

    aldehydes

    ketones

    carboxylic acids

    1, 2, 3 amines

    nitriles

    esters

    acid halides/ acyl halides

    1, 2, 3 amides

    acid anhydrides

    6. Describe the effect of functional group, relative size & branching of the carbon chain on the

    physical properties of a homologous series, e.g. melting points, boiling points & solubilities in

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    water

    7. Recognize that the shape of an organix molecule can be explained in terms of

    the hybridizations of C atoms in the molecule,

    the repulsion between electron pairs

    8. Describe the structures, shapes & bondings in the following hydrocarbons:

    saturated hydrocarbons in alkanes, each C atom is sp hybridized

    Unsaturate hydrocarbons in alkenes, each C atom involved in the C=C bond is sp

    hybridized. In alkynes, each C atom involved in the CC bond is sp hybridized

    Aromatic hydrocarbons In benzene, the 6 C atoms are arranged in a planar 6-membered

    ring, each C atom is sp hybridized with delocalization of electrons

    9. Recognize that the delocalization of electrons in the benzene ring

    leads to the higher stability of benzene over other unsaturated hydrocarbons

    gives rise to a unique class of hydrocarbons which are chemically different from alkenes

    10. Describe simple tests to

    distinguish between saturated (e.g. cyclohexane) & unsaturated compounds (e.g.

    cyclohexene) by bromine, manganate(VII) & sulphuric(VI) acid

    distinguish benzene from other unsaturated compounds by bromine & manganate(VII)

    Note: Nothing is cut or added in this section

    Section 2 Fundamentals of Organic Chemistry Isomerism

    Objectives:

    1. Recognize that isomerism can be classified into

    structural isomerism

    stereoisomerism (which can be further classified into geometrical isomerism & optical

    isomerism/ enantiomerism)

    2. Recognize that structural isomers are isomers different in the ways the atoms linked. They may be

    isomers containing the same functional group or isomers containing different functional groups,

    e.g.

    branched chains & unbranched chains hydrocarbons

    distributed benzenes

    ethers & alcohols

    ketones & aldehydes

    carboxylic acids & esters

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    3. Recognized that geometrical isomers in acyclic compounds are caused by the rigidity of C=C bond

    (cannot freely rotate)

    4. Recognized that geometrical isomerism occurs in alkenes (e.g. but-2-ene & hexan-1,3-dienes) &

    its derivatives (e.g. butenedioic acid)

    5. Recognize that a pair of geometrical isomers such as cis-/trrans-butenedioic acid have different

    physical properties (e.g. m.p. & solubility in water) & chemical properties (e.g. acidity & ease of

    dehydration on heating)

    6. Recognize that enantiomerism is usually caused by the presence of chiral centre(s) in an organic

    molecule. A chiral centre in organic compound is an asymmetric carbon atom linked to 4 different

    atoms or groups of atoms

    7. Recognize that a pair of enantiomers

    are non-superimposable mirror images of each other (i.e. chiral)

    have identical physical properties except different effects on plane polarized light

    have identical chemical roperties towards optically inactive reagent

    8. Recognize that an equimolar mixture of a pair of enantiomers does not show optical activity. This

    mixture is known as a recemate or recemic mixture

    9. Recognize that diastereomers (diastereoisomers) (e.g. geometrical isomers) are stereoisomers that

    are not enantiomers

    Newly Added Objectives:

    1. Recognize that many drugs are chiral

    Note: Nothing is cut in this section

    Section 3 Fundamentals of Organic Chemistry Organic Acids, Bases and Mechanisms

    Objectives:

    1. Recognize that organic reactions can be rationalized & classified using the electronic theory

    rearrangement of e of reactants to give products

    2. Describe the 2 ways to break a covalent bond:

    homolysis (symmetrical fission)

    heterolysis (unsymmetrical fission)

    3. Describe the 3 types of reactive species in organic chemistry & give examples:

    free radical (usually with 7 outermost e)

    electrophile (usually with 6 outermost e, seeks for negative centres)

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    nucleophile (usually with 8 outermost e, seeks for positice centres)

    4. Recognize that a negatively charged nucleophile (e.g. HO) is a stronger nucleophile than its

    conjugate acid (e.g. H2O)

    5. Recognize that a curly arrow is used to describe the movement of 2 es & a fishhook arrow is used

    to describe the movement of 1 e

    6. Recognize that the electronic effects and steric effects are major factors affecting organic reactions

    7. Recognize that there are 2 types of electronic effects: inductive effects & mesomeric (resonance)

    effects. Electronic effects can be electron-donating or electron-withdrawing

    8. Recognize that an alkyl group is electron-donating

    9. Predict & explain the relative stabilities of the carbocations

    10. Recognize that the acidity of acid and the basicity of a base can be explained in terms of the

    relative stabilities of the reactant & product

    11. Predict & explain the following relative acidities in terms of the stability of the anion formed:

    stability of anion: R-O < H-O 3) aliphatic amines > ammonia > aromatic amines (e.g. phenylamine)

    13. Describe the mechanisms (using curly arrows & fishhook arrows) & give examples of the 6 major

    types of organic reactions:

    free radical substitution : chlorination of alkane (chain reaction mechanism)

    e.g. CH4 + Cl2 CH3Cl + HCl

    electrophilic addition on C=C obeys the Markownikoffs rule

    e.g. RCH=CH2 + H-Br RCHBrCH3

    electrophilic substitution on benzene ring : nitration of benzene (newly added)

    nucleophilic substitution SN1 (2 Steps) & SN2 (1 Step)

    e.g. RX + OH ROH + X (X = Halogen)

    nucleophilic addition on carbonyl compounds

    e.g. RCHO + HCN RCH(OH)CN

    nucleophilic acyl substitution

    RCOCl + H2O RCOOH + HCl

    Note: Nothing is cut in this section

    Section 4 Introduction to Practical Organic Chemistry

    Objectives:

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    1. Recognize that the molecular formula of a compound can be determined from analytical data (e.g.

    % mass) & relative molecular mass

    2. Recognize that the structure of a compound can be deduced:

    from reactions of functional groups & physical properties

    by spectroscopic methods such as mass spectrometry (MS), Infra-red (IR) spectroscopy &

    nuclear magnetic resonance

    3. Recognize that infra-red spectroscopy depends on the vibrations of atoms with respect to each

    other in the molecule. The infra-red spectrum can tell us whether particular functional groups are

    present in a molecule

    4. Recognize that different functional groups have characteristic absorption wavenumbers

    5. Use infra-red spectrum in the identification of the following groups C-H, O-H, N-H, C=C, CC,

    C=O & CN in organic compounds

    6. State the working principle of mass spectrometry

    7. Recognize that from a mass spectrum, it is possible to obtain structural information from masses of

    molecular ions & fragments

    8. Recognize that nuclear magnetic resonance depends on the magnetic properties of the atomic

    nuclei such as hydrogen nuclei in a molecule. The proton NMR spectrum can tell us the number of

    hydrogen nuclei present in the molecule & give information avout the structural environment of

    the hydrogen

    9. State the uses of the following practical methods in organic chemistry

    heating under reflux

    purification methods such as adsorption, drying, recrystallization, solvent extraction,

    distillation, fractional distillation, chromatography

    10. Recognize that a pure compoundhas a sharp (or narrow range of) melting / boiling point, while an

    impure compound has a wide range of melting / boiling point

    Note: Nothing is cut or added in this section

    Section 5 Alkanes & Alkenes (Aliphatic Hydrocarbons)

    Objectives:

    1. State the natural sources of hydrocarbons: crude oil, coal & natural gas

    2. Recognize that crude oil is the major source of alkanes & other hydrocarbons & coal is the major

    source of aromatic hydrocarbons

    3. State the chemical principles & economic importance of the fraction distillation of crude oil

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    4. State the main uses of alkanes: as fuels & raw material for cracking

    5. State the uses of LPG, naphtha, petrol, kerosene & gas oil

    6. Recognize that extensive use of fossil fuels may lead to global warming

    7. Recognize that the inertness if alkanes is due to the essentially non- polar nature of the C-H bond

    which does not facour heterolysis

    8. State the major reactions of alkanes: combustion, free radical substitution (halogenation) &

    cracking

    9. Outline the free radical substitution mechanism of the chlorination/bromination of alkane

    10. Explain the distribution of % yield of the monohalogenated products in terms of the stability of

    free radicals

    11. Describe the bonding in alkenes

    12. State the major synthesis of alkenes: dehydration of ROH & dehydrohalogenation of RX at high

    temperature

    13. Recognize that alkenes can be obtained industrially from the cracking of alkanes followed by

    fractional distillation

    14. Recognize that a more substituted alkene is more stable than a less substituted on ( Sayteffs rule)

    15. Recognize that the high reactivities of alkenes over alkanes are due to the presence of the

    electrons rich C=C double bond which can be attacked by electrophile or radical

    16. State the major reactions of alkenes:

    electrophilic addition of HBr

    electrophilic addition of Br2 (in aqueous & non-aqueous solvents)

    electrophilic addition of conc. H2SO4 & acid-catalyzed hydration of alkenes

    catalytic hydrogenation

    ozonolysis

    reaction with dilute neutral/alkaline KMnO4

    polymerization of ethane, propene and phenylethene to give poly(ethene), poly(propene) &

    poly(phenylethene) respectively

    17. Outline the mechanism for the electrophilic addition of hydrogen halide on alkene

    18. State the Markownikoffs rule for the electrophilc addition of hydrogen halide on alkene19. Recognize that the Markownikoffs rule can be explained in terms of the stability of the

    carbocation intermediate

    20. Recognize that catalytic hydrogenation is used for the hardening of oils (making margarine)

    21. State the reaction conditions & products of the ozonolysis of alkenes

    22. Recognize that ozonolysis can be used to determine the positions of C=C bonds in alkenes

    23. Recognize that the properties of poly(alkene) are governed by the internal structure of the polymer

    24. Recognize that the IR spectra of alkenes contain a peak at around 1645 cm-1 due to the stretching

    of the C=C bond

    25. Describe the tests for alkenes using bromine & potassium manganate (VII)

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    Section 7 Halogeno-compounds

    Objectives:

    1. Recognize that halogenoalkanes (alkyl halide, RX) are classified into 1, 2, 3

    2. State the major synthesis of halogeno-compounds (X = halogen)

    Halogenoalkanes: ROH + PCl5 or SOCl2 / HCl + ZnCl2 / P + Br2 / P + I2

    Halogenoalkanes: electrophilic addition of HX or X2 on C=C or CC

    Halogenoarenes: arene + X2 + Fe / X2 + Al / X2 + AlX3

    Halogenoalkanes or halogenoarene: R-H or Ar-R + Cl2/ Br2 + UV light

    3. Explain the relative reactivities of ROH towards halogenation: 3 > 2 > 1

    4. Outline the Lucas test for alcohols

    5. Recognize that the presence of halogen in halogenoalkanes can increase the reactivity of

    halogenoalkanes towards nucleophilic substitution & elimination

    6. Recognize that the C-X bond in halogenoarene (Ar-X) possesses some double bond character due

    to the overlappong of the lone pair p orbital of X with the orbitals of the benzene ring to give a

    stable delocalized system

    7. Describe the SN1 mechanism (for 3 RX) and SN2 mechanism (for 1, 2 RX) for the substitution

    of X in alkyl halides by OH

    8. Recognize & explain the relative reactivities for the hydrolysis of R-X & Ar-X:

    3 R-X > 1 R-X > 2 R-X >> halogenoarenes

    RCl < R-Br< R-I

    9. State the major reactions of R-X:

    substitution by aqueous OH to give R-OH

    substitution by CN to give R-CN

    substitution by NH3 (& amines) to give R-NH2 (& other amines)

    elimination by alcoholic KOH/NaOH to give C=C

    10. State the preparations & reactions of dihaloalkanes

    11. Recognize that chloroethene undergoes addition polymerization to give poly(chloroethene) [PVC]

    12. State the properties of PVC as related to the structure of the polymer

    13. Describe tests to distinguish between R-X & Ar-X

    14. Recognize that the IR spectra (in the range of 1400 to 4000 cm-1) of R-X (or Ar-X) are similar to

    those of alkanes (or arenes)

    15. State the applications of halogeno-compounds: solvents in dry-cleaning, raw materials in the

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    manufacture of poly(chloroethene) & poly(tetrafluoroethene), CFC as aerosol propellant, BFC &

    BTM as fire extinguishing agents

    16. Recognize that halogeno-compounds may cause pollution problems

    Note: Nothing is cut or added in this section

    Section 8 Hydroxy Compounds

    (this section is combined with halogeno-compounds, refer to section 3 & 7)

    Section 9 Carbonyl Compounds

    Objectives:

    1. Describe structures of aldehydes & ketones & recognize that the C in C=O is sp hybridized

    2. Recognize that benzaldehyde & phenylethanone are examples of aromatic carbonyl compounds

    3. State the major preparations of:

    aldehyde by the mild oxidation of 1 alcohol RCH2OH

    ketone by the oxidation of 2 alcohol R2CHOH

    aldehyde & ketone by the hydrolysis of gem-dihalides (e.g. R2Cl2)

    4. Recognize that the C in C=O is a positive centre & can be attacked by nucleophiles

    5. Describe the mechanism of the nucleophilic addition of HCN on carbonyl compounds

    6. Explain the order of reactivities of aldehydes & ketones towards nucleophilic addition reactions in

    terms of electronic & steric sffects of R & Benzene

    H2C=O > RCHO > R2CHO > benzaldehyde > phenylalkanone > 1,2-diphenylmethanone

    7. State the main reactions of aldehydes & ketones:

    Nucleophilic addition of HCN

    Nucleophilic addition of NaHSO3

    Addition-elimination (condensation) with NH2OH & 2,4-dinitrophenylhydrazine

    Oxidation (aldehyde can be easily oxidized to RCOOH, but ketone is resistant to oxidation

    & cannot be easily oxidized)

    Reduction to ROH by LiAlH4 & NaBH4 (aldehyde 1 ROH, ketone 2 ROH)

    Triiodomethane reaction for CH3COR(H) (an oxidation reaction)

    Oxidation by Cu(II) as in Fehlings reagent and Ag(I) as in Tollens reagent

    9. Recognize that the condensation reaction is in fact an addition followed by elimination

    10. Recognize that the reaction between sodium hydrogensulphate(VI) & carbonyl compounds can be

    used for the purification of carbonyl compounds

    11. Recognize that the formation of oximes or 2,4-dinitrophenylhydrazones of carbonyl compounds

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    can be used for the identification of carbonyl compounds

    12. Describe the identification of aldehydes & ketones by the

    preparation of the derivative of a carbonyl compound, e.g. 2,4-dinitrophenylhydrazone

    Tollens reagent (silver mirror test)

    Fehlings solution

    13. State the chemicals required & the intermediates for the following synthetic conversions:

    RCHO RCH(OH)COOH

    RCOCH3 RCH2OH

    RCOCH3 RCH2COOH

    14. Recognize that the IR spectra of carbonyl compounds show a strong & sharp peak at 1680 to 1750

    cm-1 due to the strectching of the C=O bond

    15. State the use of methanal in the manufacture of condensation polymers (phenol-methanal & urea-

    methanal) & the use of propanone as a solvent and a raw material in the manufacture of the

    addition of polymer Perspex

    Note: Nothing is cut or added in this section

    Section 10 Carboxylic Acids & their Derivatives

    Objectives:

    1. Describe the structures & bonding of carboxylic acids, acyl chlorides (acid chlorides), acid

    anhydrides, amides & esters

    2. State the 3 special features of carboxylic acids

    high acidity of carboxylic acids over other organic compounds

    less likely to undergo nucleophilic addition than carbonyl compounds

    presence of extensive hydrogen bonding

    3. State the major preparations of carboxylic acids:

    hydrolysis of nitrile, amide or ester

    oxidation of 1 alkanols

    oxidation of aldehydes

    cigourous oxidation of side chain of aromatic compounds

    4. Predict & explain the acidity of the carboxylic acid in terms of

    the equilibrium: RCOOH + H2O H3O+ RCOO

    the stability of the carboxylate ion due to delocalization

    the influence of substituents by electronic effects on the stability of the carboxylate ion

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    5. State the main reactions of RCOOH

    neutralization: formation of salt

    formation of esters [RCOOR], acyl chlorides [RCOCl], acid anhydrides [(RCO)2O] &

    amides [RCONH2]

    reduction to RCH2OH by LiAlH4

    6. State the procedure for the separation of carboxylic acid from other organic substances by the

    extraction with Na2CO3(aq) or NaHCO3(aq)

    7. Explain the differences in chemical & physical properties of cis-butenedioic acid & trans-

    butenedioic acid

    8. State the chemicals, intermediates & conditions for the following conversions:

    RCH2Cl RCOOR

    RCl RCH2Cl (1 C added)

    RCOOH RCl or ROH (1 C removed)

    RCH2Cl RCl (1 C removed)

    ROH RCOOH (1 C added)

    9. State the general mechanism of nucleophilic acyl substitution as exemplified by hydropysis of acyl

    chloride

    10. Explain the reactivities of carboxylic acid derivatives:

    RCOCl > (RCO)2O > RCOOR > RCONH2

    11. State the major preparations of acyl chlorides, acid anhydrides, amides & esters

    12. State the main reactions of acyl chlorides

    reaction with water hydrolysis to give RCOOH

    reaction with ROH to give RCOOR

    reaction with RCOO - formation of acid anhydrides [(RCO)2O]

    reaction with NH3 or amines formation of amides [e.g. RCONH2]

    13. State the main reactions of esters

    acid hydrolysis or alkaline hydrolysis with HCl (aq) or NaOH (aq) to give RCOOH or

    RCOONa+ respectively

    reduction to RCH2OH ( + ROH)

    14. Recognize that fats & oils are esters. On hydrolysis, fats & oils can be hydrolysed into propane-

    1,2,3-triol & fatty acids

    15. Recognize that oil contains a higher % of fatty acids with unsaturated hydrocarbon chains than fat

    16. Define the iodine value & recognize that the degree of unsaturation of fats & oils can be compared

    in terms of the iodine value

    17. Recognize that the hardening of vegetable oils is the hydrogenation process of the unsaturated

    hydrocarbon chains in oils

    18. State the main reactions of amides

    alkaline hydrolysis to give RCOONa+

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    Hofmann Degradation of RCONH2 to give RNH2

    Reduction to amines

    19. Describe experiments on

    oxidation of 1 or 2 ROH, RCHO or alkylarenes

    hydrolysis of nitrile or amide (e.g. preparation of benzoic acid from benzamide)

    analysis of commercial asprin tablets

    the formation of acyl chlorides

    esterification

    acid/ alkaline hydrolysis of esters

    20. Recognize that the IR spectra of carboxylic acids & their derivatives show a strong & sharp peak

    at 1680 to 1750 cm-1 due to the vibration of the C=O bond. In addition, carboxylic acids show a

    broad band in the region 2500 to 3300 cm-1 due to O-H stretching

    21. State the uses of carboxylic acids & their derivatives

    benzoic acid & benzoates as food preservatives

    polyesters (e.g. terylene or Dacron) and polyamides (e.g. nylon 6.6) as synthetic fibres

    esters as flavourings

    esters as fat / oil

    22. Recognize theat the rancidity of fats & oils is caused by the hydrolysis &/or oxidation (free

    radicals reactions)

    23. Describe the principle of antioxidants ( e.g. BHA (butylated hydroxyanisole) & BHT (butylated

    hydroxytoluene) to prevent the autoxidation of fat/oil

    Note: Nothing is cut or added in this section

    Section 11 Nitrogen Compounds

    (this section is combined with carboxylic acid and its derivatives, refer to section 10)

    In Syllabus

    1. Preparation of amines, amides

    2. Reactions of amines, amides

    formation of diazonium salt from R-NH2, phenylamine

    coupling reaction: diazonium salt from 1 aromatic amine reacts with e.g. phenol or

    naphthalein-2-ol to give azo-dyes

    Hofmann degradation of amides

    3. Amino acids

    bifunctional compounds having both acid and basic properties (Zwitterion)

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    dipeptides and polypeptides of amino acids

    - End of Organic Chemistry-

    D. Chemistry and the Environment (Out of Syllabus)

    12.1 Air Pollution (Out of Syllabus)

    12.2 Water Pollution (Out of Syllabus)

    12.3 Solid Waste (Out of Syllabus)

    12.4 Pollution Control in Hong Kong (Out of Syllabus)

    E. Chemistry and Food (Partly Out of Syllabus)

    13.1 Proteins (In Syllabus)

    1. amino acids

    2. Hydrolysis of proteins

    13.2 Carbohydrates (Out of Syllabus)

    1. Structures of glucose, fructose, sucrose

    2. Hydrolysis of sucrose

    3. Fehlings test to distinguish between reducing and non-reducing sugars

    13.3 Fats and oils (In Syllabus)

    1. Hydrolysis of fats and oils

    2. Use of iodine value

    3. Hydrolytic and oxidative rancidity of fats/oils

    Note: refer to section 10 carboxylic acid and its derivatives

    13.4 Food Preservation (Out of Syllabus)

    1. Techniques of food preservation (chilling, canning , etc.)

    2. Food additives (except benzoic acid, BHT, BHA)

    3. Menace of food additives

    -End of Chemistry and the Environment and Food-

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    F. Chemistry In Action (Newly Added)

    14.1 Polymers

    1. Natural occurring polymers

    -- proteins, polysacchrides, DNA

    2. Synthetic polymers

    -- Addition polymers e.g. Poly(ethene), poly(propene), polystyrene, polyvinyl chloride PVC, etc.

    --Condensation polymers e.g. Nylon, urea-methanal, Dacron

    3. Effect of structure on properties such as density, hardness, rigidity, elasticity and biodegradability

    14.2 Drugs

    1. Key stages of drug development exemplified by asprin

    -- lead compound discovery

    -- molecular modification

    -- formulation development

    -- safety tests and human trials

    -- approval for marketing

    2. Narcotic drugs such as morphine and heroin and their adverse effects

    3. Stimulants such as ketamine and phenylethanamine and their adverse effects

    14.3 Green Chemistry

    1. Green chemistry practices exemplified by

    -- decaffeination using superficial carbon dioxide

    -- the use of H2O2 in the presence of manganese based catalyst as bleaching agent

    -End of Chemistry and Action-