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Chapter 8: 8-8-b (page 230)

From what alkenes might the following alcohols have been prepared?

b)

Short Answer

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b) The alkene needed to produce given alcohol is,


Step by step solution

01

Conversion of alkene to alcohol

When alkenes undergo oxymercuration-demercuration, it results in the formation of alcohol products.It occurs in two steps, the first step is the treatment of alkene with Hg(AOc)2, and the second step is the reduction with NaBH4.

02

Preparation of alcohol from alkene

b) The given alcohol is prepared by using oxymercuration-demercuration reaction. When vinylcyclohexane is treated with Hg(AOc)2and in the second step, the product is treated with NaBH4. The OH is added to that carbon which is highly substituted.

Formation of alcohol from alkene

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Most popular questions from this chapter

Which of the reactions below would result in a product mixture thatwould rotate plane-polarized light?

a)

Question: What product would you expect to obtain from addition of to 1,2-dimethyl-cyclohexene? Show the stereochemistry of the product.

Question:Which reaction would you expect to be faster, the addition of HBr to cyclohexene or 1-methylcyclohexene? Explain.

Question: How many alkene products, including E, Z isomers, might be obtained by dehydration of 3-methyl-3-hexanol with aqueous sulfuric acid?

Dichlorocarbene can be generated by heating sodium trichloroacetate.

Propose a mechanism for the reaction, and use curved arrows to indicate

the movement of electrons in each step. What relationship does

your mechanism bear to the base-induced elimination of HCl from

chloroform?
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