02: water and carbon: the chemical basis of life

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    Lectures by Stephanie Scher Pandolfi

    BIOLOGICAL SCIENCE

    FOURTH EDITION

    SCOTT FREEMAN

    2Water and Carbon: The

    Chemical Basis of Life

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    Key Concepts

    Molecules form when atoms bond to each other. Chemical bonds

    are based on electron sharing. The degree of electron sharing

    varies depending on the type of bond formed.

    Of all small molecules, water is the most important for life. Water

    is highly polar and readily forms hydrogen bonds, making it an

    extremely efficient solvent.

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    Key Concepts

    Energy is the capacity to do work or supply heat, and can be (1) a

    stored potential or (2) an active motion. Chemical energy is a

    form of potential energy, stored in chemical bonds.

    Chemical reactions tend to be spontaneous if they lead to lower

    potential energy and higher entropy, and nonspontaneous if they

    require an input of energy.

    Most of the important compounds in organisms contain carbon.

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    Basic Atomic Structure

    Atoms are composed of:

    Protonspositively charged particles Neutronsneutral particles

    Electronsnegatively charged particles

    Protons and neutrons are located in the nucleus.

    Electrons are found in orbitals surrounding the nucleus.

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    ElementsThe Building Blocks of Chemical Evolution

    Every different atom has a characteristic number of protons inthe nucleus, called the atomic number.

    Atoms with the same atomic number have the same chemicalproperties and belong to the same element.

    Forms of an element with different numbers of neutrons areisotopes.

    The mass number is the number of protons + neutrons of the most

    common isotope.

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    Electron Arrangement around the Nucleus

    Electrons move around atomic nuclei in specific regions called

    orbitals.

    Each orbital can hold up to two electrons.

    Orbitals are grouped into levels called electron shells.

    Electron shells are numbered, with smaller numbers closer tothe nucleus.

    The electrons in the outermost shell are called valence

    electrons.

    Elements commonly found in organisms have at least one unpaired

    valence electron. The number of unpaired electrons in an atom is its

    valence.

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    Chemical Bonding

    Unfilled electron orbitals allow formation ofchemical bonds, and

    atoms are most stable when each electron orbital is filled.

    Covalent bond: Each atoms unpaired valence electrons are

    shared by both nuclei to fill their orbitals.

    Substances held together by covalent bonds are calledmolecules.

    Ionic bond: Electrons are transferred from one atom to

    another.

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    Covalent Bonds

    Electrons are not always shared equally. An atom in a molecule

    with a high electronegativity will hold the electrons more tightly

    and have a partial negative charge (), whereas the other atom will

    have a partial positive charge (+).

    Differences in electronegativity dictate how electrons are

    distributed in covalent bonds.

    Nonpolar covalent bond: Electrons are evenly shared between

    two atoms and the bond is symmetrical.

    Polar covalent bond: Electrons are asymmetrically shared.

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    Covalent Bonds

    BLAST Animation: Covalent Bonds

    http://localhost/var/www/apps/conversion/tmp/scratch_3/Covalent_Bonds.html
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    Ions and Ionic Bonds

    An atom or molecule that carries a charge is called an ion.

    Cation

    : An atom that loses an electron and becomes positively

    charged.

    Anion: An atom that gains an electron and becomes negatively

    charged.

    The resulting attraction between oppositely charged ions is an ionic

    bond.

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    The Electron-Sharing Continuum

    The degree to which electrons are shared in chemical bonds forms

    a continuum, from equal sharing in nonpolar covalent bonds, to

    unequal sharing in polar covalent bonds, to the transfer of

    electrons in ionic bonds.

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    C A ?

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    How Many Bonds Can an Atom Have?

    The number of unpaired electrons determines the number of bonds

    an atom can make.

    Atoms with more than one unpaired electron can form multiple

    single bonds or double or triple bonds.

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    R ti M l l

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    Representing Molecules

    The shape of a simple molecule is governed by the geometry of its

    bonds.

    Molecular formulas indicate the numbers and types of atoms in a

    molecule (e.g., H2O, CH4).

    Structural formulas indicate which atoms are bonded together and

    whether the bonds are single, double, or triple bonds.

    Ball-and-stick models and space-filling models show 3Dgeometry.

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    Chemical Reactions

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    Chemical Reactions

    Chemical reactions occur when:

    1. One substance is combined with another.

    Atoms are rearranged in molecules, or small molecules

    combine to form larger molecules.

    2. One substance is broken down into another substance.

    Molecules are split into atoms or smaller molecules.

    In most cases, chemical bonds are broken and new bonds form.

    Quantifying Molecules

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    Quantifying Molecules

    The molecular weight of a molecule is the sum of the mass

    numbers of all the atoms in the molecule.

    One mole, or 6.022 1023 molecules, has a mass equal to the

    molecular weight expressed in grams.

    The concentration of a substance in a solution is typically

    expressed as molarity (M), which is the number of moles per liter.

    Why Is Water Such an Efficient Solvent?

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    Why Is Water Such an Efficient Solvent?

    Life is based on water because water is a great solvent.

    The covalent bonds in water are polar because oxygen has a greater

    electronegativity than hydrogen.

    Oxygen has a partial negative charge.

    Hydrogen has a partial positive charge.

    Hydrogen bonds are the weak electrical attractions between the

    partially negative oxygen of one water molecule and the partially

    positive hydrogen of a different water molecule. Can also form between a water molecule and another polar

    molecule.

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    Water and Hydrogen Bonds

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    Water and Hydrogen Bonds

    Ions and polar molecules stay in solution because of their

    interactions with waters partial charges. These atoms and

    molecules are said to be hydrophilic.

    Uncharged and nonpolar compounds do not dissolve in water and

    are said to be hydrophobic.

    Hydrogen bonding makes it possible for almost any charged or

    polar molecule to dissolve in water.

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    Hydrogen Bonds and Water

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    Hydrogen Bonds and Water

    BLAST Animation: Hydrogen Bonds in Water

    Correlation of Waters Structure and Properties

    http://localhost/var/www/apps/conversion/tmp/scratch_3/Hydrogen_bonds_water.html
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    Correlation of Water s Structure and Properties

    Water is unique due to its small size, bent shape, highly polar

    covalent bonds, and overall polarity.

    Water also has several remarkable properties, largely due to its

    ability to form hydrogen bonds. Water is:

    1. Cohesive

    2. Adhesive

    3. Denser as a solid than a liquid

    4. Able to absorb large amounts of energy

    A Closer Look at the Properties of Water

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    A Closer Look at the Properties of Water

    Cohesionbinding between like molecules

    Results in high surface tension

    Adhesionbinding between unlike molecules

    Water expands as it changes from a liquid to a solid. This is why ice floats!

    Water has an extraordinarily large capacity for absorbing heat.

    High specific heat

    High heat of vaporization

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    The Properties of Water

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    p

    Web Activity: Properties of Water

    AcidBase Reactions and pH

    http://localhost/var/www/apps/conversion/tmp/scratch_3/PropertiesOfWater.html
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    p

    Proton [hydrogen ion (H+)] concentration is the basis of the pH

    scale.

    pH expresses proton concentration in a solution.

    The pH of pure water is 7.

    Acids have a pH of less than 7.

    Bases have a pH of greater than 7.

    In acidbase reactions, a proton donor (acid) transfers a proton to

    a proton acceptor (base).

    The pH Scale and Buffers

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    The pH scale is logarithmic:

    pH = log [H+]

    Greater H+ concentrationlower pHmore acidic

    Lower H+ concentrationhigher pHmore basic/alkaline

    Buffers are compounds that minimize changes in pH.

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    How Do Chemical Reactions Happen?

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    pp

    Chemical reactions have reactants and products. For example:

    CO2(g) + H2O(l) H2CO3(aq)

    Chemical equilibrium occurs when the forward and reverse

    reactions proceed at the same rate and the quantities of reactants

    and products remain constant.

    Endothermic reactions must absorb heat to proceed, but

    exothermic reactions release heat.

    What Is Energy?

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    gy

    Energy is the capacity to do work or supply heat. This capacity

    exists in one of two waysas a stored potential or as an active

    motion.

    Potential Energy and Kinetic Energy

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    gy gy

    Stored energy is called potentialenergy. An objects position

    determines its ability to store energy. For example:

    Electrons in an outer shell (farther from the positively

    charged nucleus) have more potential energy than do

    electrons in an inner shell.

    The energy of movement is called kineticenergy orthermal

    energy, which is measured as temperature.

    Low-temperature objects have slower molecules than high-

    temperature objects.

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    Heat and the First Law of Thermodynamics

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    Heat is the thermal energy transferred between objects of different

    temperatures.

    The first law of thermodynamics states that energy is conserved

    it cannot be created or destroyed, but it can be transferred or

    transformed.

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    What Makes a Chemical Reaction Spontaneous?

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    Chemical reactions are spontaneous if they proceed on their own,

    without any continuous external influence such as added energy.

    The spontaneity of a reaction is determined by two factors:

    1. The amount of potential energy

    Products of spontaneous reactions have less potential energy

    than the reactants.

    2. The degree of order

    Products of spontaneous reactions are less ordered than the

    reactants.

    The Second Law of Thermodynamics

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    Entropy (S) is the amount of disorder in a group of molecules.

    The second law of thermodynamics states that entropy always

    increases.

    In other words, chemical reactions result in products with less

    ordered (usable) energy.

    In general, physical and chemical processes proceed in the direction

    that results in lower potential energy and increased disorder.

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    Gibbs Free-Energy Change

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    The Gibbs free-energy change (G) determines whether a

    reaction is spontaneous or requires energy.

    G < 0 is an exergonic spontaneous reaction.

    G > 0 is an endergonic reaction that requires energy input.

    G = 0 is a reaction that is at equilibrium.

    Temperature and Concentration Affect Reactions

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    Breaking and forming bonds depends on collisions between

    substances.

    This allows electrons to interact.

    The rate of a reaction depends upon the number of collisions.

    The number of collisions is dependent on the temperature and

    concentration of the reactants:

    Higher temperature more collisions faster reaction

    Higher concentration

    more collisions

    faster reaction

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    Energy Inputs and the Start of Chemical Evolution

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    Formation of formaldehyde (H2CO) and hydrogen cyanide (HCN)

    is the first step in chemical evolution and requires energy input.

    Photons are packets of light energy emitted by the Sun.

    High-energy photons can break molecules apart by knocking

    electrons away from valence shells. The resulting free radicals

    have unpaired electrons and are extremely unstable and highly

    reactive.

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    Chemical Energy Is a Form of Potential Energy

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    Significant amounts of H2CO and HCN could form under the

    temperature and concentration conditions that were likely on

    ancient Earth. These products have more potential energy than the reactants.

    Potential energy stored in chemical bonds is called chemical

    energy.

    Thus: solar energy (energy of the Sun) was converted into chemical

    energy (in H2CO and HCN).

    The Importance of Carbon

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    Carbon is the most versatile atom on Earth. Because of its four

    valence electrons, carbon can form many covalent bonds.

    Carbon-containing molecules can form an almost limitless arrayof molecular shapes with different combinations of single and

    double bonds.

    The formation of carboncarbon bonds was an important event inchemical evolution.

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    Functional Groups: Determinants of Chemical Behavior

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    The carbon atoms in an organic molecule furnish the skeleton that

    gives the molecule its overall shape.

    Amino and carboxyl groups: Attract or drop a proton,

    respectively

    Carbonyl groups: Sites of reactions that link molecules intolarger, more-complex compounds

    Hydroxyl groups: Act as weak acids

    Phosphate groups: Have two negative charges

    Sulfhydryl groups: Link together via disulfide bonds

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