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Predict the major products formed when the following

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

Solution for problem 20P Chapter 19

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 20P

Predict the major products formed when the following amines undergo exhaustive methylation,

treatment with Ag2O,and heating.

(a) hexan-2-amine

(b) 2-methylpiperidine

(c) N-ethylpiperidine

Step-by-Step Solution:
Step 1 of 3

Solution 20P

(a)

Treatment of 2-hexanamine with excess methyl iodide forms a quaternary ammonium salt. Now, the silver oxide, replaces the iodide anion with a strong base. Next the ammonium salt is heated (-OH removes a proton from the  carbon atom) and forms a new  bond of the alkene. Thus, the possibility of the formation the alkenes is shown in the reaction and major alkene is represented with the less substituted double bond.

(b)

Treatment of 2-methylpiperidine with excess methyl iodide forms a quaternary ammonium salt. Now, the silver oxide, replaces the iodide anion with a strong base. Next the ammonium salt is heated (-OH removes a proton from the  carbon atom) and forms a new  bond of the alkene. Thus, the possibility of the formation the alkenes is shown in the reaction and major alkene is represented with the less substituted double bond.

(c)

Treatment of N-ethylpiperidine with excess methyl iodide forms a quaternary ammonium salt. Now, the silver oxide, replaces the iodide anion with a strong base. Next the ammonium salt is heated (-OH removes a proton from the  carbon atom) and forms a new  bond of the alkene. Thus, the possibility of the formation the alkenes is shown in the reaction and major alkene is represented with the less substituted double bond.

(d)

Treatment...

Step 2 of 3

Chapter 19, Problem 20P is Solved
Step 3 of 3

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 full step-by-step solution to problem: 20P from chapter: 19 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. This full solution covers the following key subjects: ethylpiperidine, methylpiperidine, Major, exhaustive, formed. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The answer to “Predict the major products formed when the following amines undergo exhaustive methylation,treatment with Ag2O,and heating.(a) hexan-2-amine(b) 2-methylpiperidine(c) N-ethylpiperidine” is broken down into a number of easy to follow steps, and 18 words. Since the solution to 20P from 19 chapter was answered, more than 885 students have viewed the full step-by-step answer.

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