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For the catalytic hydrogenation of alkenes, select from below those most likely to function as a homogenous catalyst?


A) Wilkinson's catalyst
B) Ni
C) Pd
D) Pt
E) Au

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Which alkene would yield 3-methylpentane upon subjection to catalytic hydrogenation? Which alkene would yield 3-methylpentane upon subjection to catalytic hydrogenation? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

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The transformation shown below generates an achiral product from a chiral starting material. Provide the structure of the expected product and a mechanism explaining the transformation. Briefly explain why the product formed is achiral. The transformation shown below generates an achiral product from a chiral starting material. Provide the structure of the expected product and a mechanism explaining the transformation. Briefly explain why the product formed is achiral.

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blured image blured image Upon addition of the proton to the alk...

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What reagents are needed to accomplish the following transformation? What reagents are needed to accomplish the following transformation? A) H<sub>2</sub>O/H<sup>+</sup> B) H<sub>2</sub>O/Peroxide C) OH<sup>-</sup> D) BH<sub>3</sub><sup>.</sup>THF E) 1. BH<sub>3</sub><sup>.</sup>THF, 2. HO<sup>-</sup>, H<sub>2</sub>O<sub>2</sub>, H<sub>2</sub>O


A) H2O/H+
B) H2O/Peroxide
C) OH-
D) BH3.THF
E) 1. BH3.THF, 2. HO-, H2O2, H2O

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Which reaction intermediate is formed when 4?methylcyclohexene reacts with Br2 dissolved in CCl4? Which reaction intermediate is formed when 4?methylcyclohexene reacts with Br<sub>2</sub> dissolved in CCl<sub>4</sub>? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

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What is the expected major product for the following reaction sequence? What is the expected major product for the following reaction sequence? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

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Draw Fischer projection (s) of the major product(s) of the reaction between (Z)-2-methyl-3-hexene and cold, alkaline KMnO4.

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blured image The reaction takes ...

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For the following dihydroxylation reaction which of the following statements is correct regarding the expected products? For the following dihydroxylation reaction which of the following statements is correct regarding the expected products? A) Equal amounts of I and II produced B) Equal amounts of III and IV produced C) Equal amounts of I and IV produced D) Equal amounts of II and III produced E) Equal amounts of I and III produced


A) Equal amounts of I and II produced
B) Equal amounts of III and IV produced
C) Equal amounts of I and IV produced
D) Equal amounts of II and III produced
E) Equal amounts of I and III produced

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For this question, the "entropy term" refers to "-TĪ”S". Addition reactions are generally favorable at low temperatures because:


A) the positive enthalpy term is larger than the negative entropy term.
B) the negative enthalpy term is larger than the positive entropy term.
C) the positive enthalpy term is smaller than the negative entropy term.
D) the negative enthalpy term is smaller than the positive entropy term.
E) the enthalpy and entropy terms are equal.

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What is (are) the expected major product(s) for the following reaction sequence? What is (are) the expected major product(s) for the following reaction sequence? A) I B) II C) III D) I and II E) I and III


A) I
B) II
C) III
D) I and II
E) I and III

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What is the expected major product for the following reaction? What is the expected major product for the following reaction? A) B) C) D) E)


A) What is the expected major product for the following reaction? A) B) C) D) E)
B) What is the expected major product for the following reaction? A) B) C) D) E)
C) What is the expected major product for the following reaction? A) B) C) D) E)
D) What is the expected major product for the following reaction? A) B) C) D) E)
E) What is the expected major product for the following reaction? A) B) C) D) E)

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When an alkene is subjected to treatment with Hg(OAc) 2 in alcohol, followed by reaction with NaBH4, what functional group is formed?


A) ether
B) epoxide
C) alkane
D) syn diol
E) alkyne

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What is the expected major product for the following reaction sequence? What is the expected major product for the following reaction sequence? A) B) C) D) E)


A) What is the expected major product for the following reaction sequence? A) B) C) D) E)
B) What is the expected major product for the following reaction sequence? A) B) C) D) E)
C) What is the expected major product for the following reaction sequence? A) B) C) D) E)
D) What is the expected major product for the following reaction sequence? A) B) C) D) E)
E) What is the expected major product for the following reaction sequence? A) B) C) D) E)

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The three compounds below can form a carbocation under aqueous acidic conditions. Which ones will form the same carbocation? The three compounds below can form a carbocation under aqueous acidic conditions. Which ones will form the same carbocation? A) I and II B) I and III C) II and III D) All three will form the same carbocation


A) I and II
B) I and III
C) II and III
D) All three will form the same carbocation

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What is the expected major product for the following reaction? What is the expected major product for the following reaction? A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

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Identify the expected product(s) for the reaction shown below: Identify the expected product(s) for the reaction shown below: A) B) C) D) E)


A) Identify the expected product(s) for the reaction shown below: A) B) C) D) E)
B) Identify the expected product(s) for the reaction shown below: A) B) C) D) E)
C) Identify the expected product(s) for the reaction shown below: A) B) C) D) E)
D) Identify the expected product(s) for the reaction shown below: A) B) C) D) E)
E) Identify the expected product(s) for the reaction shown below: A) B) C) D) E)

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The reaction of HCl with 2-ethyl-1-pentene or HCl with 3-methyl-2-hexene results in the identical major product of 3-chloro-3-methylhexane. Provide a mechanistic scheme showing the reaction of each alkene with HCl, including the intermediate and product. Provide a brief explanation how the different alkene reactants were transformed into the same product.

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blured image Electrophilic addition of a proton in t...

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Identify the major organic product generated from the reaction shown. Identify the major organic product generated from the reaction shown. A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

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What would be the optimal conditions to effect the following transformation? What would be the optimal conditions to effect the following transformation? A) Dilute aqueous H<sub>2</sub>SO<sub>4</sub> B) Concentrated H<sub>2</sub>SO<sub>4</sub> C) Dilute aqueous HBr D) Concentrated HBr


A) Dilute aqueous H2SO4
B) Concentrated H2SO4
C) Dilute aqueous HBr
D) Concentrated HBr

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A reaction that could potentially yield two or more constitutional isomers, but as in hydroboration-oxidation produces only one isomer, is said to be _____________________.

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