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Rank the following compounds in decreasing order of their

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

Solution for problem 18P 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 18P

Rank the following compounds in decreasing order of their reactivity toward the SN2 reactionwith sodium ethoxide  in ethanol.

methyl chloride tert-butyl iodide neopentyl bromide

isopropyl bromide methyl iodide ethyl chloride

Step-by-Step Solution:
Step 1 of 3

Solution 18P

Factors that affect the rate of  reactions are as follows:

1. Nature of leaving group

2. Nature of the substrate

Weak bases are good leaving groups. In halogens, the leaving group order is as follows:

The substrate with less steric hindrance has a high reactivity towards the  reaction.

The substrate reactivity order is as follows:

Methyl halides are most reactive towards the  reactions. So, among the given compounds, methyl halides are methyl chloride and methyl iodide.

Methyl iodide is most reactive towards the  reaction than methyl...

Step 2 of 3

Chapter 6, Problem 18P is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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