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For each pair of compounds, state which compound is the

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

Solution for problem 19P Chapter 6

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 19P

For each pair of compounds, state which compound is the better SN2 substrate.

(a) 2-methyl-1-iodopropane or tert-butyl iodide

(b) cyclohexyl bromide or 1-bromo-1-methylcyclohexane

(c) 2-bromobutane or isopropyl bromide

(d) 1-chloro-2,2-dimethylbutane or 2-chlorobutane

(e) 1-iodobutane or 2-iodopropane

Step-by-Step Solution:
Step 1 of 3

Solution 19P

(a)        The better substrate compound is -

It is primary alkyl halide. Hence better compound for reaction because  alkyl halide reacts faster by  reaction than or alkyl halide

(b)         The better substrate compound is -

It is secondary substrate and 1-bromo-1-methylcyclohexane is tertiary substrate. Thus cyclohexyl bromide is better  because  alkyl halide reacts faster by  reaction than alkyl halide.

(c) The better substrate compound is -

Isopropyl bromide

It is better substrate than 2-bromobutane because 2-bromobutane is bulky group than Isopropyl bromide because alkyl...

Step 2 of 3

Chapter 6, Problem 19P 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. Since the solution to 19P from 6 chapter was answered, more than 1721 students have viewed the full step-by-step answer. This full solution covers the following key subjects: bromide, methylcyclohexane, iodopropane, iodide, butyl. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The full step-by-step solution to problem: 19P from chapter: 6 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. The answer to “For each pair of compounds, state which compound is the better SN2 substrate.(a) 2-methyl-1-iodopropane or tert-butyl iodide(b) cyclohexyl bromide or 1-bromo-1-methylcyclohexane(c) 2-bromobutane or isopropyl bromide(d) 1-chloro-2,2-dimethylbutane or 2-chlorobutane(e) 1-iodobutane or 2-iodopropane” is broken down into a number of easy to follow steps, and 31 words. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8.

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