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Chapter 9: Q14. (page 350)

Question: What other alkene is also formed along with Y in Sample Problem 9.3? What alkenes would form from X if no carbocation rearrangement occurred?

Short Answer

Expert verified

Answer

The alkene is shown below.

Step by step solution

01

Step-by-Step Solution Step 1: Reaction of alcohol with sulfuric acid

Treatment of alcohol with sulfuric acid results in the formation of alkene. It is followed by the formation of a carbocation. A more stable carbocation is formed by the shifting of hydride or alkyl group.

02

Formation of alkene

Compound X is 1-cyclohexylethanol. It is treated with sulfuric acid to form a secondary carbocation.

After that, the 1,2 hydride shift takes place to form a more stable carbocation, which is tertiary. The deprotonation takes place to form an alkene.

The mechanism is shown below.

Formation of alkene

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Most popular questions from this chapter

Question: Draw two steps to convert (CH₃)₃CHOH into each of the following compounds: (CH₃)₂N₃ , and (CH₃)₂CHOCH₂CH₃.

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

a.

b.

Question: Draw the products of each reaction.

a.

b.

c.

Question: Draw a stepwise mechanism for each reaction

a.

b.

Question: Draw a stepwise mechanism for the following reaction.

See all solutions

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