What sequence of steps represents the best 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
(a) 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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