1) Rank the following compounds in order of increasing heats of hydrogenation.

(The smallest
ΔH is first.)

A) A < B < C
B) C < B < A
C) C < A < B
D) A < C < B
E) B < C < A
Answer: A

2) What is the product of the following reaction?

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

3) Which of the following is the most stable diene?

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

Hajjawi, A
4) Which of the following is the most acidic?

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

5) What is the major product of the following reaction?

A)

B)

C)

D)

E)

Hajjawi, A
6) What is the kinetic product of the following reaction?

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

7) Which of the following is a correct statement about thermodynamic versus kinetic control of
reactions?
A) When a reaction is under thermodynamic control, the relative amounts of products depend on
the activation energies of the steps leading to their formation.
B) The kinetic product always predominates when the reaction is reversible.
C) Higher temperatures favor the kinetic product over the thermodynamic product.
D) When one or more of the reactions is reversible, the relative amounts of products depend on
their stabilities.
E) none of the above

8) Which of the following conjugated dienes will not react with a dieneophile in a Diels-Alder
reaction?

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

Hajjawi, A
9) Which of the following dienes is the most reactive in a Diels-Alder reaction?

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

10) What diene and what dienophile should be used to synthesize the following compound?

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

Hajjawi, A