Question

Construct a three-step synthesis of 3-bromo-3-meth

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Concepts and reason

The concept used to solve this problem is by using the given reagents, possible products will be formed in each step and then label them in the given boxes in order to form the exact product.

The starting material is 2-methyl-2-butene and the final product is 3-bromo-3-methyl-2-butanol.

Fundamentals

Sodium hydride, NaH is a strong base and is used for the proton abstraction.

Bromination of alkane in the presence of sunlight gives radical substitution.

Addition of bromine molecule and water to an alkene forms halohydrin product.

Phosphorous tribromide is used for the conversion of alcohol to alkyl halide.

The reaction is as follows:

Br2
HO
Br
2-methylbut-2-ene
3-bromo-2-methyl
butan-2-ol

The reaction is as follows:

NaH
Br
3-bromo-2-methyl
butan-2-ol
2,2,3-trimethyloxirane

The reaction is as follows:

HBr/NaBr
2,2,3-trimethyloxirane
HO
3-bromo-3-methylbutan-2-ol

Ans:

The reagents used for the synthesis of 3-bromo-3-methyl-2-butanol from 2-methyl-2-butene are as follows:

Reactant
(2-methyl-2-
butene)
Final Product
(3-bromo-3-
methyl-2-
butanol)
Reagent 1
Step 1
Product
Reagent 2
Step 2
Product

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