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Chapter 10: Q.28. (page 414)

Question: What alkene can be used to prepare each alcohol as the exclusive product of a two-step hydroboration–oxidation sequence?

Short Answer

Expert verified

Answer

a.

Step by step solution

01

Step 1:Hydroboration-oxidation reaction

The reaction involves the syn addition of BH3 to the double bond followed by oxidation to produce R and S alcohols.

02

Formation of products for a, b and c

a.

The alkene used to produce 2-methylcyclopentanol in the hydroboration-oxidation reaction is shown below:

Alkene in a

b.

The alkenes used to produce 4-methylheptan-3-ol in the hydroboration-oxidation reaction are shown below:

Alkene in b

c.

The alkene used to produce 1-cyclohexylethanol in the hydroboration-oxidation reaction is shown below:

Alkene in c

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Most popular questions from this chapter

Question: Give the structure corresponding to each name.

a. (E)-4-ethylhept-3-ene

b. 3,3-dimethylcyclopentene

c. 4-vinylcyclopentene

d. (Z)-3-isopropylhept-2-ene

e. cis-3,4-dimethylcyclopentene

f. 1-isopropyl-4-propylcyclohexene

g. 3,4-dimethylcyclohex-2-enol

h. 3,5-diethylhex-5-en-3-ol

Question: Draw the isomers for the following compounds and then name each one:

a. 2-methyl-2,4-hexadiene

b. 2,4-heptadiene

c. 1,3-pentadiene

Question: Draw the six alkenes of the molecular formula C5H10. Label one pair of diastereomers.

Question: Although naturally occurring unsaturated fatty acids generally have the Z configuration, elaidic acid, a C18 fatty acid having an E double bond, is present in processed foods such as margarine and cooking oils. Predict how the melting point of elaidic acid compares with the melting points of stearic and oleic acids (Table 10.2).

Question: Addition of HBr to which of the following alkenes will lead to a rearrangement?
See all solutions

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