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 SRP, Problem 6P
Interpretation Introduction

Interpretation:

The synthesis for the given products is to be outlined by using 1-butanol as starting compound.

Concept introduction:

Thionyl chloride and phosphorous bromide reacts with alcohol to yield alkyl chloride and bromides respectively.

Sodium cyanide is used to convert halo alkane to the corresponding nitrile.

Lithium aluminum hydride is a reducing agent, used to selectively convert nitrile to amine.

Potassium permanganate is an oxidizing agent useful in converting alcohols to acid.

Hofmann rearrangement is used for converting primary amide to amine with one less carbon.

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Show how you can synthesize the following compounds starting with benzene, toluene, and alcohols containing no morethan four carbon atoms as your organic starting materials. Assume that para is the major product (and separable fromortho) in ortho, para mixtures.(a) pentan-1-amine (b) N-methylbutan-1-amine
(c) Answer each of the questions below that relate to acetophenone: Xo (i) (ii) (iii) Draw the structure of the enol form of acetophenone. Give a stepwise mechanism for the conversion of acetophenone into its enol form. Show how each of the three compounds A, B and C below can be prepared from acetophenone. Explain clearly what reactants/reagents would be required in each case. odocor A B Br C
Show how you can synthesize the following compounds starting with benzene, toluene, and alcohols containing no morethan four carbon atoms as your organic starting materials. Assume that para is the major product (and separable fromortho) in ortho, para mixtures.(a) pentan-1-amine (b) N-methylbutan-1-amine(c) N-ethyl-N-propylbutan-2-amine (d) N-benzylpropan-1-amine(e)N N OH(e) (f) 3-propylaniline(g) 4-isobutylaniline

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Organic Chemistry, 12e Study Guide/Student Solutions Manual

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