Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 15.14, Problem 38P

(a)

Interpretation Introduction

Interpretation:

To identify the alkyl halide used for the preparation of following amines by Gabriel synthesis.

Concept introduction:

The synthesis of primary amine is done by using phthalimide and primary alkyl halide in presence of hydroxide base. The important point for this reaction is the phthalimide group has only one hydrogen atom which is attached to nitrogen and can be replaced by alkyl group. Therefore, only one alkyl group can be substitued to the nitrogen atom and so only primary amine will form as the product. The general reaction equation is written as,

Organic Chemistry (8th Edition), Chapter 15.14, Problem 38P

(b)

Interpretation Introduction

Interpretation: To identify the alkyl halide used for the preparation of following amines by Gabriel synthesis.

Concept introduction: The synthesis of primary amine is done by using phthalimide and primary alkyl halide in presence of hydroxide base. The important point for this reaction is the phthalimide group has only one hydrogen atom which is attached to nitrogen and can be replaced by alkyl group. Therefore, only one alkyl group can be substitued to the nitrogen atom and so only primary amine will form as the product. The general reaction equation is written as,

(c)

Interpretation Introduction

Interpretation:

To identify the alkyl halide used for the preparation of following amines by Gabriel synthesis.

Concept introduction:

The synthesis of primary amine is done by using phthalimide and primary alkyl halide in presence of hydroxide base. The important point for this reaction is the phthalimide group has only one hydrogen atom which is attached to nitrogen and can be replaced by alkyl group. Therefore, only one alkyl group can be substitued to the nitrogen atom and so only primary amine will form as the product. The general reaction equation is written as,

(d)

Interpretation Introduction

Interpretation:

To identify the alkyl halide used for the preparation of following amines by Gabriel synthesis.

Concept introduction: The synthesis of primary amine is done by using phthalimide and primary alkyl halide in presence of hydroxide base. The important point for this reaction is the phthalimide group has only one hydrogen atom which is attached to nitrogen and can be replaced by alkyl group. Therefore, only one alkyl group can be substitued to the nitrogen atom and so only primary amine will form as the product. The general reaction equation is written as,

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Several additional amine syntheses are effectively limited to making primary amines. The reduction of azides and nitrocompounds and the Gabriel synthesis leave the carbon chain unchanged. Formation and reduction of a nitrile adds onecarbon atom. Show how these amine syntheses can be used for the following conversions.(a) allyl bromide S allylamine (b) ethylbenzene S p@ethylaniline
Several additional amine syntheses are effectively limited to making primary amines. The reduction of azides and nitrocompounds and the Gabriel synthesis leave the carbon chain unchanged. Formation and reduction of a nitrile adds onecarbon atom. Show how these amine syntheses can be used for the following conversions. (c) 1@bromo@3@phenylheptane S 3@phenylheptan@1@amine (d) 1@bromo@3@phenylheptane S 4@phenyloctan@1@amine
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Chapter 15 Solutions

Organic Chemistry (8th Edition)

Ch. 15.5 - Is the following statement true or false? If the...Ch. 15.6 - Starting with acetyl chloride, what neutral...Ch. 15.6 - Prob. 13PCh. 15.7 - Starting with methyl acetate, what neutral...Ch. 15.7 - We saw that it is necessary to use excess amine in...Ch. 15.7 - Prob. 17PCh. 15.7 - Which ester hydrolyzes more rapidly? a. methyl...Ch. 15.7 - a. state three factors that cause the uncatalyzed...Ch. 15.8 - Prob. 21PCh. 15.8 - Using the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 23PCh. 15.8 - Show the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 25PCh. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.9 - Prob. 28PCh. 15.9 - Prob. 29PCh. 15.10 - Show how each of the following esters could he...Ch. 15.10 - Prob. 32PCh. 15.11 - Prob. 33PCh. 15.11 - Which of the following reactions leads to the...Ch. 15.12 - Prob. 35PCh. 15.12 - Prob. 36PCh. 15.13 - Prob. 37PCh. 15.14 - Prob. 38PCh. 15.14 - Prob. 39PCh. 15.15 - Prob. 40PCh. 15.15 - Which alkyl halides from the carboxylic acids...Ch. 15.16 - Prob. 43PCh. 15.16 - Prob. 44PCh. 15.16 - Prob. 45PCh. 15.17 - Prob. 46PCh. 15.18 - How could you synthesize the following compounds...Ch. 15 - Prob. 48PCh. 15 - Name the following:Ch. 15 - Prob. 50PCh. 15 - What compound are obtained from the fallowing...Ch. 15 - a. Rank the following esters in order of...Ch. 15 - Because bromocyclohexane is a secondary alkyl...Ch. 15 - a. Which compound would you expect to have a...Ch. 15 - How could you use 1H NMR spectroscopy to...Ch. 15 - Rank the following compounds in order of...Ch. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - A compound with molecular formula C5H10O2 gives...Ch. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Two products, A and B, are obtained from the...Ch. 15 - Prob. 68PCh. 15 - Prob. 69PCh. 15 - Prob. 70PCh. 15 - Prob. 71PCh. 15 - Prob. 72PCh. 15 - When treated with an equivalent of methanol,...Ch. 15 - a. Identify the two products obtained from the...Ch. 15 - Prob. 75PCh. 15 - Prob. 76PCh. 15 - a. When a carboxylic acid is dissolved in...Ch. 15 - Prob. 78PCh. 15 - Identity the major and minor products of the...Ch. 15 - When a compound with molecular formula C11H14O2...Ch. 15 - Prob. 81PCh. 15 - Prob. 82PCh. 15 - Prob. 83PCh. 15 - The 1H NMR spectra for two esters with molecular...Ch. 15 - Show how the following compounds could be prepared...Ch. 15 - Prob. 86PCh. 15 - Prob. 87PCh. 15 - The intermediate shown here is formed during the...Ch. 15 - Prob. 89PCh. 15 - Propose a mechanism that accounts for the...Ch. 15 - Catalytic antibodies catalyze a reaction by...Ch. 15 - Prob. 92P
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