Question

draw the product(s) of the following hydroboration-oxidation reactions. Disregard stereochemistry

draw the product(s) of the following hydroboration-oxidation reactions. Disregard stereochemistry

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Answer #1
Concepts and reason

This problem is based on the concept of hydroboration-oxidation of alkenes.

Hydroboration reaction involves the oxidation reaction of alkenes by using diborane which gives a organoboron compound which on further reaction with sodium hydroxide in the presence of hydrogen peroxide gives a alcoholic compound.

Fundamentals

Diborane on reaction with alkene gives a organoboron which is formed by the process of replacement of hydrogen atoms in boron compound by organic molecules. This organoborane compound is highly reactive towards alkaline solution of hydrogen peroxide and gives alcohol.

The structure of the product is shown below:

CHз
Haс
-CHз
Нас

The complete reaction sequence is given below:

НО
CHз
CHз
1.) В,Н,
2.) Н,О,(аq.), 3M NaOH
Нас
-сHз
Нас
-CНз
Hас
Нас

The structure of the product is shown below:

Hас
Hас
-CH3
Нас

The complete reaction sequence is given below:

Нзс
Нас
ОН
1.) В,Н,
2.) Н,О,(аq.), ЗM NaОH
Hас
-CHз
Нас
-CHз
Hас
Hас

Ans:

The structure of the product of this reaction is given below:

НО
CHз
Hас
-CHз
Нас

The structure of the product of this reaction is given below:

Нас
ОН
Hас
-CHз
Нас

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