3-Methyl-3-hexanol can not be prepared by reaction of:

C H_{3} M g I

and 3- hexanone, followed by hydrolysis

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C_{2} H_{5} M g I

and 2-pentanone, followed by hydrolysis

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C_{3} H_{7} M g I

and 2- butanone, followed by hydrolysis

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C_{4} H_{9} M g I

and propanone, followed by hydrolysis

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Solution

The correct option is D $C_{4} H_{9} M g I$ and propanone, followed by hydrolysis
The reaction of propanone with butyl magnesium iodide followed by hydrolysis produces 2-methyl-2-hexanol and not 3-methyl-3-hexanol.
$C H_{3} C O C H_{3} + C_{4} H_{9} M g I H_{3} O^{+} - ------ \to - M g (O H) I C_{4} H_{9} - C (C H_{3})_{2} O H$

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3 - h e x a n o n e

N a B H_{4}

D_{2} O

\begin{matrix} a. & Addition of benzyl Grignard reagent to acetaldehyde (ethanal), followed by hydrolysis. b. & Addition of phenyl lithium to propylene oxide (methyloxirane), followed by hydrolysis. c. & Addition of phenyl Grignard reagent to acetone (2- propanone) followed by hydrolysis. d. & Acid- catalysed hydration (addition of water to) of 2-Phenyl-1- propene. e. & Addition of methyl Grignard reagent to acetophenone (methyl phenyl ketone), followed by hydrolysis. f. & Addition of methyl Grignard reagent to phenylacetaldehyde, followed by hydrolysis. \end{matrix}

\begin{matrix} a. & Addition of benzyl Grignard reagent to acetaldehyde (ethanal), followed by hydrolysis. b. & Addition of phenyl lithium to propylene oxide (methyloxirane), followed by hydrolysis. c. & Addition of phenyl Grignard reagent to acetone (2- propanone) followed by hydrolysis. d. & Acid- catalysed hydration (addition of water to) of 2-Phenyl-1- propene. e. & Addition of methyl Grignard reagent to acetophenone (methyl phenyl ketone), followed by hydrolysis. f. & Addition of methyl Grignard reagent to phenylacetaldehyde, followed by hydrolysis. \end{matrix}

N a B H_{4}

D_{2} O

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