Deck 11: The Chemistry of Alcohols and Thiols

Question 1

Which is the strongest acid?

A) compound A
B) compound B
C) compound C
D) compound D

Answer 1

C

Question 2

Which is the strongest acid?

A) compound A
B) compound B
C) compound C
D) compound D

Answer 2

D

Question 3

Which is the strongest base?

A) compound A
B) compound B
C) compound C
D) compound D

Answer 3

A

Question 4

Select all the carbocations that could undergo one step of carbocation rearrangement to form a more stable carbocation.

A) compound A
B) compound B
C) compound C
D) compound D
E) compound E

Question 5

What is the relationship between the two starred methyl groups in N-acetylvaline methyl ester?

A) constitutionally nonequivalent
B) homotopic
C) enantiotopic
D) diastereotopic
E) identical in every way

Question 6

Consider the compound:

A) homotopic.
B) enantiotopic.
C) diastereotopic.
D) constitutionally nonequivalent.

Question 7

What is the relationship of protons a and b in the structure?

A) The protons are constitutionally nonequivalent.
B) The protons are homotopic.
C) The protons are enantiotopic.
D) The protons are diastereotopic.

Question 8

Provide the change in oxidation number for the entire organic molecule for the transformation given and circle the proper term describing the transformation.

Question 9

Provide the change in oxidation number for the entire organic molecule for the transformation given and circle the proper term describing the transformation.

Question 10

Calculate the change in oxidation number for the molecule in the transformation (be sure to indicate whether it is a positive or negative change) and circle whether the reaction is an oxidation, a reduction, or neither.

Question 11

The product is formed in the dehydration of both a secondary alcohol and a tertiary alcohol. Draw each alcohol and then circle the alcohol which will have the greater reaction rate.

Question 12

Determine the missing product:

Question 13

Determine the missing reagents needed for the transformation:

Question 14

Fill in the missing starting material:

Question 15

Draw the major product in the reaction:

Question 16

Draw the major product in the reaction:

Question 17

Fill in the reagents to complete the reaction:

Question 18

Fill in the reagents to complete the reaction:

Question 19

The enzyme triose phosphate isomerase catalyzes this important reaction in glycolysis (the breakdown of glucose):

A) an oxidation.
B) a reduction.
C) neither an oxidation nor a reduction.
D) an S_N2 reaction.

Question 20

How many electrons are involved in this reduction if it were expressed as a half-reaction?

Question 21

Complete the reactions by giving the missing organic products:

Question 22

Fill in the boxes with the missing compounds or reagents:

Question 23

Fill in the products with the missing compounds:

Question 24

Fill in the missing products:

Question 25

Outline a synthesis to give this transformation: