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Chapter 10: Q24P (page 477)

What are the major products obtained when each of the following ethers is heated with one equivalent of HI?

Short Answer

Expert verified

a)

b)

c)

d)

e)

f)

Step by step solution

01

How will reaction proceed

a)

b)

Cleavage occurs by an SN2 pathway because of primary carbocation is too unstable to be formed.

c)

Cleavage occurs by an SN1 pathway because the benzyl cation that is formed is relatively stable. I- reacts with the benzyl cation.

d)

Cleavage occurs by an SN1 pathway because the benzyl cation that is formed is relatively stable. I- reacts with the benzyl cation.

e)

Cleavage occurs by an SN2 pathway because of primary carbocation is too unstable to be formed.

f)

Cleavage occurs by an SN1 pathway because the tertiary carbocation that is formed is relatively stable; I- will react with the tertiary carbocation.

02

Final answer

a)

b)

c)

d)

e)

f)

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Most popular questions from this chapter

What is the major product obtained when each of the following alcohols is heated in the presence of H2SO4?

If the compound shown in the margin is heated in the presence of H2SO4,

a. what constitutional isomer would be formed in greatest yield?

b. what stereoisomer would be formed in greater yield?

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