Organic Chemistry, 12e Study Guide/Student Solutions Manual
Organic Chemistry, 12e Study Guide/Student Solutions Manual
12th Edition
ISBN: 9781119077329
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 12, Problem 39P
Interpretation Introduction

Interpretation:

The structure for the ternary complex is to be proposed and all the products of the reaction, when carbonyl group is attacked by a Grignard reagent, is to be written.

Concept Introduction:

▸ The general formula of the Grignard reagent is R-Mg-X, where R is any alkyl or aryl group and X is the halogen.

▸ The Grignard reagent acts as a strong nucleophile, easily reacting with electrophiles like aldehydes, ketones and ester.

▸ The group C=O is known as the carbonyl group. The aldehyde and ketone functional groups contain the carbonyl group.

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Relative Intensity Part VI. consider the multi-step reaction below for compounds A, B, and C. These compounds were subjected to mass spectrometric analysis and the following spectra for A, B, and C was obtained. Draw the structure of B and C and match all three compounds to the correct spectra. Relative Intensity Relative Intensity 100 HS-NJ-0547 80 60 31 20 S1 84 M+ absent 10 30 40 50 60 70 80 90 100 100- MS2016-05353CM 80- 60 40 20 135 137 S2 164 166 0-m 25 50 75 100 125 150 m/z 60 100 MS-NJ-09-43 40 20 20 80 45 S3 25 50 75 100 125 150 175 m/z
Part II. Given two isomers: 2-methylpentane (A) and 2,2-dimethyl butane (B) answer the following: (a) match structures of isomers given their mass spectra below (spectra A and spectra B) (b) Draw the fragments given the following prominent peaks from each spectrum: Spectra A m/2 =43 and 1/2-57 spectra B m/2 = 43 (c) why is 1/2=57 peak in spectrum A more intense compared to the same peak in spectrum B. Relative abundance Relative abundance 100 A 50 29 29 0 10 -0 -0 100 B 50 720 30 41 43 57 71 4-0 40 50 60 70 m/z 43 57 8-0 m/z = 86 M 90 100 71 m/z = 86 M -O 0 10 20 30 40 50 60 70 80 -88 m/z 90 100
Part IV. C6H5 CH2CH2OH is an aromatic compound which was subjected to Electron Ionization - mass spectrometry (El-MS) analysis. Prominent m/2 values: m/2 = 104 and m/2 = 9) was obtained. Draw the structures of these fragments.

Chapter 12 Solutions

Organic Chemistry, 12e Study Guide/Student Solutions Manual

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