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One mole of acetyl chloride is added to a liter of

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 56SP Chapter 21

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 56SP

Problem 56SP

One mole of acetyl chloride is added to a liter of triethylamine, resulting in a vigorous exothermic reaction. Once the reaction mixture has cooled, 1 mole of ethanol is added. Another vigorous exothermic reaction results. The mixture is analyzed and found to contain triethylamine, ethyl acetate, and triethylammonium chloride. Propose mechanisms for the two exothermic reactions.

Step-by-Step Solution:

Solution:

Here we have to propose mechanisms for the two given  exothermic reactions i.e:-

1.Reaction between  triethyl amine and acetyl chloride

2.Reaction between the product form from the above reaction and ethanol

Step 1

1.Reaction between  triethyl amine and acetyl chloride

Acetyl chloride on addition with triethyl amine forms a salt instead of an amide because the triethylamine is a nucleophile and no H-atom is bonded to it. In this nucleophilic addition reaction , it loses one chlorine molecule and forms 1-triethylamine ethanone.

 

(Acid chloride)       (triethylamine)    (Intermediate)          (1-triethylamine ethanone)

Step 2 of 2

Chapter 21, Problem 56SP is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The answer to “One mole of acetyl chloride is added to a liter of triethylamine, resulting in a vigorous exothermic reaction. Once the reaction mixture has cooled, 1 mole of ethanol is added. Another vigorous exothermic reaction results. The mixture is analyzed and found to contain triethylamine, ethyl acetate, and triethylammonium chloride. Propose mechanisms for the two exothermic reactions.” is broken down into a number of easy to follow steps, and 56 words. The full step-by-step solution to problem: 56SP from chapter: 21 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. This full solution covers the following key subjects: exothermic, reaction, added, triethylamine, triethylammonium. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Since the solution to 56SP from 21 chapter was answered, more than 493 students have viewed the full step-by-step answer.

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