PROBLEM 12.40

Question

Question: Draw the organic products formed in each reaction.

Step-by-Step Solution

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Answer

1Formation of acyl chloride

a.Alcohols can be converted to acyl chlorides by treating them with thionyl chloride and pyridine.

The given compound is treated the same way and then further reduced using LiAlH₄ .

The product is given below:

Formation of acyl chloride

2Dihydroxylation using osmium tetroxide

b. When the alkene is reacted with osmium tetroxide and then treated with sodium bisulfite, the product is given below:

Dihydroxylation reaction using osmium tetroxide

3Epoxidation

c. Treating the alkene with mCPBA leads to the formation of the following epoxide, which is then reduced using LiAlH₄ ,H₂O . The reaction is shown below:

Epoxidation and reduction of alkene

4Hydrogenation using Lindlar catalyst

d. The Lindlar catalyst is capable of reducing alkyne to alkene but is unreactive towards alkene.

The reaction is shown below:

Hydrogenation using Lindlar catalyst

PROBLEM 12.39

PROBLEM 12.41

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PROBLEM 12.39

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PROBLEM 12.41

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PROBLEM 12.42

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