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Chapter 9: Q62. (page 379)

Question: Draw a stepwise mechanism for each reaction

a.

b.

Short Answer

Expert verified

Answer

Ethers, on reaction with two equivalents of halogen acids, such as , form the respective alkyl halides along with water.

a.

b.

Step by step solution

01

Step-by-Step SolutionStep 1: Reaction of ethers

The oxygen atoms of ethers can react with electrophiles and donate their lone pair of electrons and participate in nucleophilic substitution reactions.

02

The given reactions of ethers

a.

In this reaction, the oxygen atom of the cyclic ether reacts with two equivalents of and forms the corresponding alkyl halide.

b.

In this reaction, the hydride from sodium hydride acts as a nucleophile, and it extracts the proton from the and releases hydrogen gas.

03

The mechanism of the given reactions

a.

Mechanism of the given reaction a

b.

Mechanism of the given reaction b

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Most popular questions from this chapter

Question: Explain the observed trend in the melting points of the following three isomeric alcohols:

(CH3)2CHCH2OH(-108°C),CH3CH2CH2CH2OH(-90°C),(CH3)3COH(26°C)

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Question: If the reaction of an alcohol with PBr3follows anSN2 mechanism, what is the stereochemistry of the alkyl bromide formed from (R)-butan-2-ol?

Question: Draw the products of each reaction and indicate stereochemistry around stereogeniccenters.

a.

b.

c.

d.

Question: Rank the following compounds in order of increasing boiling point.

a.

b.
See all solutions

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