Ch 20

Question 1

What is the product of the following reaction?

Answer 1

esterification

Question 2

What is the product of the following reaction?

Answer 2

hydrolysis

(saponification)

Question 3

What is the product of the following reaction?

Answer 3

Gabriel Amine Synthesis

Question 4

What is the product of the following reaction?

Answer 4

Question 5

What is the product of the following reaction?

Answer 5

Question 6

What is the product of the following reaction?

Answer 6

Question 7

What is the product of the following reaction?

Answer 7

Question 8

What is the product of the following reaction?

Answer 8

Question 9

What is the product of the following reaction?

Answer 9

Question 10

What reagents could you use for this reduction?

Acid Chloride –> Primary Alcohol

Answer 10

1. NaBH₄
2. H₃O⁺

or

1. LiAlH₄
2. H₃O⁺

Question 11

What reagents could you use for this reduction?

Acid Anhydride –> Primary Alcohol

Answer 11

1. NaBH₄
2. H₃O⁺

or

1. LiAlH₄
2. H₃O⁺

Question 12

What reagents could you use for this reduction?

Carboxylic Acid –> Primary Alcohol

Answer 12

1. LiAlH₄
2. H₃O⁺

Question 13

What reagents could you use for this reduction?

Carboxylic Acid –> Primary Alcohol

Answer 13

1. LiAlH₄
2. H₃O⁺

Question 14

What reagents could you use for this reduction?

Amide –> Amine

Answer 14

1. LiAlH₄
2. H₃O⁺

Question 15

Put these in order from most reactive to least reactive toward hydride reducing agents (NaBH₄ and LiAlH₄)

Answer 15

E > B > C > D > A

Acid Chloride > Acid Anhydride > Ester > Carboxylic Acid > Amide

Question 16

Can you use NaBH₄ for a reduction of an ester to a primary alcohol?

Answer 16

Yes, but the reduction is very slow.

Better to use LiAlH₄ and H₃O⁺

Question 17

Can you use NaBH₄ for a reduction of a carboxylic acid to a primary alcohol?

Answer 17

No

can only use

1) LiAlH₄
2) H₃O⁺

Question 18

Can you use NaBH₄ for a reduction of an amide to an amine?

Answer 18

No -

can only use

1) LiAlH₄
2) H₃O⁺