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Chapter 10: Q.27. (page 414)

Question: Draw the products formed when each alkene is treated with BH3followed by H2O2,HO-. Include the stereochemistry at all stereogenic centers.

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Step by step solution

01

 Step 1:Hydroboration-oxidation reaction

This reaction consists of two steps: hydroboration and oxidation. It gives a racemic mixture of alcohols.

02

Formation of products for a, b and c

a.

The reaction of but-1-ene with BH3followed by oxidation is shown below:

Product formation in a

b.

The reaction of (S)-1,4-dimethylcyclohex-1-ene with BH3 followed by oxidation is shown below:

Product formation in b

c.

The reaction of 1-ethylcyclopent-1-ene with BH3 followed by oxidation is shown below:

Product formation in c

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Most popular questions from this chapter

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

Question: Alkene A can be isomerized to isocomene, a natural product isolated from goldenrod, by treatment with TsOH. Draw a stepwise mechanism for this conversion. (Hint: Look for a carbocation rearrangement.)

Question: Treatment of 3-methylcyclohexene with HCl yields two products, 1-chloro-3-methylcyclohexane and 1-chloro-1-methylcyclohexane. Draw a mechanism to explain this result.

Question: Draw the products of each reaction, including stereoisomers.

a.

b.

c.

d.

e.

f.

Question: What product is formed when each alkene is treated with HCl?
See all solutions

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