Recall that upon exposure to water, p-nitrobenzyl chloride is hydrolyzed to p-nitrobenzoic acid. Describe an extraction procedure that could effectively eliminate any triethylammonium salts, as well as any unreacted 2,6-dimethyl aniline and p-nitrobenzoic acid. A B 1. wash with water to eliminate salts 2. wash with sodium bicarbonate to eliminate the aniline (amine) 3. wash with dilute HCI to eliminate the benzoic acid 1. wash with water to eliminate salts 2. wash with sodium bicarbonate to eliminate the benzoic acid 3. wash with dilute HCI to eliminate the aniline (amine) Wash with water three times to eliminate all impurities. D Performing an extraction was a mistake. A distillation should have been used to purify the desired material.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.57P
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Recall that upon exposure to water, p-nitrobenzyl chloride is hydrolyzed to p-nitrobenzoic acid. Describe an extraction procedure
that could effectively eliminate any triethylammonium salts, as well as any unreacted 2,6-dimethyl aniline and p-nitrobenzoic acid.
A
(B)
1. wash with water to eliminate salts
2. wash with sodium bicarbonate to eliminate the aniline (amine)
3. wash with dilute HCI to eliminate the benzoic acid
1. wash with water to eliminate salts
2. wash with sodium bicarbonate to eliminate the benzoic acid
3. wash with dilute HCI to eliminate the aniline (amine)
Wash with water three times to eliminate all impurities.
D) Performing an extraction was a mistake. A distillation should have been used to purify the desired material.
Transcribed Image Text:Recall that upon exposure to water, p-nitrobenzyl chloride is hydrolyzed to p-nitrobenzoic acid. Describe an extraction procedure that could effectively eliminate any triethylammonium salts, as well as any unreacted 2,6-dimethyl aniline and p-nitrobenzoic acid. A (B) 1. wash with water to eliminate salts 2. wash with sodium bicarbonate to eliminate the aniline (amine) 3. wash with dilute HCI to eliminate the benzoic acid 1. wash with water to eliminate salts 2. wash with sodium bicarbonate to eliminate the benzoic acid 3. wash with dilute HCI to eliminate the aniline (amine) Wash with water three times to eliminate all impurities. D) Performing an extraction was a mistake. A distillation should have been used to purify the desired material.
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