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Chapter 18: 18-18-7P b (page 575)

Predict the products of the following reactions:

Short Answer

Expert verified

b) The product of the reaction is,


Step by step solution

01

Ether cleavage reaction

In an ether cleavage reaction, if ether is present with only primary and secondary alkyl groups, the cleavage occurs by SN2attack of a nucleophile.This SN2 attacks at the less hindered alkyl group.

02

The product of the reaction

b)

The first step is the identification of the substitution pattern of the ether. A primary alkyl group is present on one side of the ether oxygen, and on the other side is the secondary alkyl group. The bromide ion attacks the less hindered primary group and forms bromopropane. The oxygen atom remains with the secondary alkyl group and forms secondary alcohol.

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Most popular questions from this chapter

15-Crown-5 and 12-crown-4 ethers complex Na+ and Li+, respectively. Make models of these crown ethers, and compare the sizes of the cavities.

How would you prepare the following ethers?

Rank the following halides in order of their reactivity in Williamson synthesis:

  1. Bromoethane, 2-bromopropane, bromobenzene
  2. Chloroethane, bromoethane, 1-iodopropene

Predict the major product of the following reactions:

Draw structures corresponding to the following IUPAC names:

(a)Ethyl 1-ethylpropyl ether (b)Di(p-chlorophenyl) ether

(c)3,4-Dimethoxybenzoic acid (d)Cyclopentyloxycyclohexane

(e)4-Allyl-2-methoxyphenol (eugenol; from oil of cloves)
See all solutions

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