Organic Chemistry, Ebook And Single-course Homework Access
Organic Chemistry, Ebook And Single-course Homework Access
6th Edition
ISBN: 9781319085841
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 21, Problem 21.58AP
Interpretation Introduction

Interpretation:

The compound A is to be identified and mechanism for its synthesis is to be stated.

Concept Introduction:

Grignard reagent reacts with the nitrile to form ketones. This reaction is similar to the reaction of Grignard reagent with aldehydes or ketones. The strong nucleophile of Grignard reagent reacts with strong carbon nitrogen triple bond of nitrile group. The reaction proceeds via imine intermediate formation which upon hydrolysis forms ketone.

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Part II. two unbranched ketone have molecular formulla (C8H100). El-ms showed that both of them have a molecular ion peak at m/2 =128. However ketone (A) has a fragment peak at m/2 = 99 and 72 while ketone (B) snowed a fragment peak at m/2 = 113 and 58. 9) Propose the most plausible structures for both ketones b) Explain how you arrived at your conclusion by drawing the Structures of the distinguishing fragments for each ketone, including their fragmentation mechanisms.
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