Question 1

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

Crossed Claisen Condensation.

Question 2

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

Dieckmann Condensation.

Question 3

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

Simple aldol addition reaction.

Question 4

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

Simple aldol condensation reaction.

Question 5

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV&#10;E) III and IV

Accepted Answer

Claisen-Schmidt reaction.

Question 6

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

Using lithium bases, the less hindered kinetic enolate forms, then the aldol reaction occurs.

Question 7

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

Using weak base in protic solvent produces the thermodynamic more substituted enolate, then the aldol addition reaction occurs. Elimination is not possible.

Question 8

What is the product of the following reaction?  &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

Intramolecular aldol reaction forms a cyclized product. The 6 membered ring forms in preference to the 4 membered ring.

Question 9

What is the product of the following reaction?&#10; &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

A conjugate addition occurs.

Question 10

What is the product of the following reaction?&#10; &#10;A) I&#10;B) II&#10;C) III&#10;D) IV

Accepted Answer

First, the ketone is converted to a lithium enolate. Then a Michael addition occurs. Finally, an intramolecular aldol reaction occurs, creating a ring.

Deck 19: Condensation and Conjugate Addition Reactions of Carbonyl Compounds