Quiz - Carboxylic Acid Derivatives - 3 | Carboxylic Acid Derivatives - Part 1

Organic Chemistry 2 - Quiz - Carboxylic Acid Derivatives - 3

1

What is the order of reactivity of the carboxylic acid derivatives from the least reactive to the most reactive?

2

Which carboxylic acid derivative has the most acidic proton on the α-carbon?

The pKa of hydrogens on the α-carbon depends on the electronegativity of the group attached to the C=O bond ⇒ the lower the electronegativity, the higher the pKa. Acyl halide: pKa ~ 16; Carboxylic anhydride: pKa ~ 20; Ester: pKa ~ 25; Amide: pKa ~ 30

3

What is the typical chemical reaction of carboxylic acid derivatives?

4

Which of the following reagents converts an ester to an aldehyde?

5

What are the starting reagents of a transesterification?

Mechanism of transesterification:

6

Which of the following reagents converts an amide to an amine?