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

From what alkenes might the following alcohols have been prepared?

a)

Short Answer

Expert verified

a) The alkene used for preparing alcohol is,


Step by step solution

01

Alcohols from alkenes

Alcohols can be prepared from alkenes by using oxymercuration-demercuration reactions.These electrophilic addition reactions are a two-step pathway for obtaining alcohol.

02

Preparation of alcohol from an alkene

a) The given alcohol can be prepared when 2-methylhex-2-ene or 2-methylhex-1-ene is treated with Hg(OAc)2, and water reacts with more substituted carbon. The proton transfer takes place, and at last, demercuration occurs via reduction.


Formation of alcohol as a product

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Most popular questions from this chapter

Compound A, C10H18O, undergoes reaction with dilute H2SO4at 50 掳C to yield a mixture of two alkenes, C10H16. The major alkene product, B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid. Identify A and B, and write the reactions.

Cyclopentanone

The following cycloalkene gives a mixture of two alcohols on hydroboration followed by oxidation. Draw the structure of both, and explain the result.

The following alkene undergoes hydroboration鈥搊xidation to yield a single product rather than a mixture. Explain the result, and draw the product showing its stereochemistry.

What products would you expect from oxymercuration-demercuration of the following alkenes?

a)

b)

Question:Predict the products of the following reactions, showing both regiochemistry and stereochemistry where appropriate:

(d)

See all solutions

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