Deck 6: The Reactions of Alkenes the Stereochemistry of Addition Reactions

Question 1

Which of the following compounds reacts most rapidly with HCl?

A) 1
B) 2
C) 3
D) 4
E) 5

Answer 1

1

Question 2

Predict the major product of the reaction of 1-methylcyclohexene + HBr.

A) 1-bromo-2-methylcyclohexene
B) 1-bromo-1-methylcyclohexane
C) 2-bromo-1-methylcyclohexane
D) bromocyclohexane
E) 1-methylcyclohexene

Answer 2

1-bromo-1-methylcyclohexane

Question 3

Which set of reagents would be the best choice for the transformation shown below?

A) Br₂/CH₃OH
B) Br₂/H₂O
C) 1. Br₂ 2. H₂O
D) 1. Br₂ 2. NaOH
E) 1. BH₃ 2. Br₂ 3. NaOH, H₂O₂, H₂O

Answer 3

Br₂/H₂O

Question 4

Assuming that a single carbocation rearrangement occurs, which of the following molecules is the major product of this reaction?

A)
B)
C)
D)
E)

Question 5

Which set of reagents would be the best choice to accomplish the transformation shown below?

A) H₂O, H₂SO₄
B) CH₃OH, H₂SO₄
C) H₂O/H₂O₂/NaOH
D) 1. BH₃/THF 2. HO^-,H₂O₂, H₂O
E) 1. NaBH⁴ 2. H₃O⁺

Question 6

How many and what type of isomers are formed in the following reaction:

A) 2 - 2 constitutional isomers
B) 2 - 1 pair of enantiomers
C) 3 - 1 pair of enantiomers and
1 constitutional isomer
D) 3 - 1 pair of enantiomers and 1 meso compound
E) 4 - 2 pairs of enantiomers

Question 7

What is the systematic name for the epoxide shown here?

A) 1-methyl-2-ethyloxide
B) 1-ethyl-2-methyloxirane
C) 2-ethyl-3-methyloxirane
D) 2,3-epoxypentane
E) C and D

Question 8

Which of the following molecules is a possible starting material in this ozonolysis reaction?

A)
B)
C)
D)
E) molecules A, C, and D

Question 9

Which of the following statements is true about a stereoselective reaction?

A) It forms more of one constitutional isomer than of another.
B) It forms more of one stereoisomer isomer than another.
C) Each stereoisomer forms a different stereoisomeric product or a different set of stereoisomeric products.
D) A stereoselective reaction must be stereospecific.
E) all of the above

Question 10

In the following reaction, what is the configuration of the products?

A) 2R 3R and 2R 3S
B) 2S 3S and 2R 3S
C) 2R 3R and 2S 3S
D) 2S 3R and 2R 3S
E) No stereoisomers form.