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What sequence of steps represents the be...

What sequence of steps represents the best synthesis of 4-heptanol `(CH_(3)CH_(2)CH_(2))_(2)CHOH` ?

A

`CH_(3)CH_(2)CH_(2)MgBr` (2 moles) + formaldehyde `(H_(2)C=O)` in diethyl ether followed by `H_(3)O^(+)`.

B

`CH_(3)CH_(2)CH_(2)MgBr` + butanol `(CH_(3)CH_(2)CH_(2)CH=O)` in diethyl ether followed by `H_(3)O^(+)`

C

`CH_(3)CH_(2)CH_(2)CH_(2)MgBr` + acetone `[(CH_(3))_(2)C=O]` in diethyl ether followed by `H_(3)O^(+)`

D

`(CH_(3)CH_(2)CH_(2))_(2)CHMgBr` + formaldehyde `(H_(2)C=O)` in diethyl ether followed by `H_(3)O^(+)`

Text Solution

Verified by Experts

The correct Answer is:
B
Gives 1-Butanol as the product
(c) Gives 2-methyl-2-hexanol as the product
(d) Gives 2-propyl-1-pentanol as the product
only (b) gives 4-heptanol as the product.
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