1) Which of the following underlined alpha hydrogens is the most acidic?

A)

B)

C)

D)

E)

2) Which of the following compounds has the most stable enol tautomer?

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

3) How could you accomplish the following synthesis?

A) H+/H2O; HC N
B) -OH/NaC N
C) Br2/H3O+; NaC N
D) HBr; NaC N
E) LiAlH4; HC N; KMnO4

Hajjawi, A
4) What is the product of the following aldol addition?

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

5) What is the product of the following reaction?

A) I
B) II
C) III
D) IV
E) V
Hajjawi, A
6) What is the product of the following reaction?

A)

B)

C)

D)

E)

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

A)

B)

C)

D)

E)

8) What alkyl bromide should be used in the acetoacetic ester synthesis to prepare the following
methyl ketone?

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

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

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

10) What is the product of the following reaction?

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

Hajjawi, A