UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Identify the most stable and the least stable alkene
PRACTICE: Create the full arrow pushing mechanism which shows all intermediates and allproducts that result from these reactions. If alkenes are produced, indicate which is major andminor.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Draw the product(s) from the following reaction.
a) Clearly label each drawing with the correct stereochemistry-(use R & S for chiral centers, if any).
b) Clearly label pairs of enantiomers & diastereomers, if any.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Fill in the missing reagents
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Which of the following is ( Z )-3,5-dimethyl-3-nonene?
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Name the following compound correctly using accurate R or S and E and Znomenclature.
PRACTICE: Draw the product(s) from the following reaction. Show any relevant regio- and orstereochemistry and asterisk any chiral centers.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Which carbocation would not be likely to undergo rearrangement?
PRACTICE: Provide the reagents necessary to achieve the following transformation.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Rank in order of leaving group ability (1 = best leaving group, 4 = worst leaving group).
PRACTICE: Which is the order from fastest to slowest for the rates of the SN2 reactions of thesealkyl bromides with CH3S— / DMSO?
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Which compound would react fastest by an S N2 mechanism?
PRACTICE: Identify the correct potential energy diagram for a tertiary alkyl chloride (3°RCl) versusprimary alkyl chloride (1°RX) undergoing an SN2 reaction. Provide rationale to support yourchoices.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: In the SN2 reaction, the "2" stands for
a) two reactants in the reaction
b) two steps in the reaction
c) two intermediates in the reaction
d) bimolecular kinetics for the reaction
PRACTICE: Provide a complete mechanism for the following transformation.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Use A-G to label the graph with the structures given for the reaction:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the products of the following synthesis:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Create the full arrow pushing mechanism which shows all intermediates and allproducts that result from these reactions. If alkenes are produced, indicate which is major andminor.
PRACTICE: Which solvent would favor and SN2 style mechanism?
A) Methanol
B) Dimethyl formamide
C) Water
D) Acetic acid
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Rank the species below in order of increasing nucleophilicity in hydroxylicsolvents (weakest nucleophile first):
CH3CO2-, CH3S-, HO-, H2O.
a) H2O < CH3S- < CH3CO2- < HO-
b) H2O < HO- < CH3CO2- < CH3S-
c) H2O < CH3CO2- < HO- < CH3S-
d) CH3CO2 - < H2O < HO- < CH3S-
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Circle “non-polar”, “polar aprotic”, or “polar protic” to describe each of the followingsolvents:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Create the full arrow pushing mechanism which shows all intermediates and allproducts that result from these reactions and label minor and major products if they are not equal inpotential energy.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Which of the following undergoes SN1 solvolysis in ethanol/water at the fastest rate?
a) A
b) B
c) C
d) D
PRACTICE: What is the nucleophile in the following reaction?
2 H2O + H3C-X H3C-OH + H3O+ + X-
a. H2Ob. H3C
c. X-
d. H3C-OH
e. H3O+
f. CH3-X
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Propose a successful synthesis of 1-decene from 1-bromodecane. Be sure to includespecific reagents and solvents.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the major elimination product for the following reaction:
PRACTICE: In the dehydration of 2-bromo-2-methylbutane with potassium hydroxide, whichhydrogen atom is preferentially abstracted?
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE:
A. Predict the product of the following reaction.
B. Construct a reaction mechanism that accounts for the product proposed.
C. Construct a reaction coordinate diagram for the reaction. Label all axes. Note that the reactionhas three steps: The 1st is fast and endothermic. The 2nd is slow and endothermic. The 3rd is fastand exothermic. The overall reaction is exothermic.
D. Using complete sentences state how you have shown that the 1st and 3rd steps are fast and thatthe 2nd reaction is slow.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Propose a mechanism for the following reaction
PRACTICE: Predict the major product
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Which of the following is the double substitution product of the reaction below?
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: The reaction shown below would be expected to produce as major products which ofthe following compounds?
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Determine the mechanism and predict the product of the reaction:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Determine the anticipated product(s) for the reaction below. Using correctmechanistic arrows, provide the step-by-step mechanism that shows how the following substitutionreaction proceeds. You do not need to show stereochemistry while providing the mechanism, butshow correct stereochemistry in the final product(s). (Circle the major product if multiple productsare formed.)
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the product:
PRACTICE: Give all possible product/products and designate stereoselectivity &/or regioselectivityby using wedges and dashes.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Determine the mechanism and predict the product of the reaction:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Provide the structural formula for the reactant in the following reaction.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: The reaction of Br2 to cyclohexene would produce the compound(s) represented bystructure(s): Circle all that apply
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the products of the following synthesis:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Give all possible product/products and designate stereoselectivity &/or regioselectivityby using wedges and dashes.
PRACTICE: Determine the mechanism and predict the product of the reaction:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Supply a structural formula for the major organic product ; if no reaction occurs,write N.R. Give the best possible answer. Be sure to show stereoisomers properly when necessary.
PRACTICE: Draw the structural formula of the major organic product(s) in the box for the followingreaction.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Which one of these structures best explains the reason why epoxide 1 givescompound 2 instead of compound 3 upon reaction with HBr.
PRACTICE: Predict the product of the following reaction showing stereochemistry if applicable.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the major product
PRACTICE: Predict the product of the following reaction. Show stereochemistry when applicable.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Complete the following set of reactions by supplying the missing reagents
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: For each of the following, supply a structural formula for the major organicproduct(s) when the product(s) is(are) not given: if no reaction occurs, write N.R.
Provide the following when a product is given. If an organic reactant is missing, supply a structuralformula; if an organic reactant (reagent) or catalyst is missing, simply give a formula. Give the bestpossible answers. Be sure to show stereoisomers properly when necessary.
PRACTICE: Fill in the missing reagents
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the product for the reaction below.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: What is the expected major product of the following reaction sequence?
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Fill in the missing reagents:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the product of the reaction:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the product of the reaction:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the product of the reaction:
PRACTICE: Starting with 1-hexene, which synthetic sequence below gives 2-cyanohexane?
a) (1) H2SO4 (cat.), H2O (2) NaCN
b) (1) HBr/peroxide (2) NaCN
c) (1) HBr (2) NaCN
d) (1) Br2, H2O (2) NaCN
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Provide an efficient multistep synthesis for the following conversion of the givenstarting compound into the target compound. For this problem, do not give a mechanism withcurved arrows. For the synthesis, more than one functional group transformation is required. Foreach functional group transformation, give all necessary reagents and catalysts and give astructural formula of the organic product. Also give hv and/or heat when necessary.Show stereochemistry appropriately when necessary.
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Which of the given reaction schemes would produce the molecule shown below?
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the reagent(s) required to complete the following transformation:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Fill in the missing reagents:
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UCF - ORGANIC CHEMISTRY 1 - PROF. DAOUDIPRACTICE TEST: UCF PROF. DAOUDI EXAM 3 REVIEW
PRACTICE: Predict the major product of the reaction shown.
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