Question:
Identify the compound obtained when ethyl methyl ketone is treated with \(\text{CH}_3\text{MgBr}\) and hydrolyzed.
Identify the compound obtained when ethyl methyl ketone is treated with \(\text{CH}_3\text{MgBr}\) and hydrolyzed.
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A ketone with a Grignard reagent gives a tertiary alcohol after hydrolysis.
Updated On: Oct 1, 2026
- \((\text{CH}_3)_3\text{C}-\text{OH}\)
- \(\text{C}_2\text{H}_5-\overset{\overset{\text{CH}_3}{|}}{\underset{\underset{\text{CH}_3}{|}}{\text{C}}}-\text{OH}\)
- \((\text{C}_2\text{H}_5)_3\,\text{C}-\text{OH}\)
- \(\text{CH}_3-\overset{\overset{\text{C}_2\text{H}_5}{|}}{\underset{\underset{\text{C}_2\text{H}_5}{|}}{\text{C}}}-\text{OH}\)
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The Correct Option is B
Solution and Explanation
Step 1: Understanding the Concept:
Grignard reagents add to the carbonyl carbon. Aldehydes (except HCHO) give secondary alcohols, and ketones give tertiary alcohols after hydrolysis.
Step 2: Reaction:
Ethyl methyl ketone is \(\text{CH}_3\text{COC}_2\text{H}_5\). The \(\text{CH}_3^-\) group of \(\text{CH}_3\text{MgBr}\) adds to the carbonyl carbon:
\[ \text{CH}_3\text{COC}_2\text{H}_5 + \text{CH}_3\text{MgBr} \rightarrow \text{C}_2\text{H}_5\text{C}(\text{CH}_3)_2\text{OMgBr} \xrightarrow{\text{H}_2\text{O}} \text{C}_2\text{H}_5\text{C}(\text{CH}_3)_2\text{OH} \]
The product is 2-methylbutan-2-ol.
Step 3: Check the Other Options:
(A) \((\text{CH}_3)_3\text{COH}\) comes from acetone. (C) \((\text{C}_2\text{H}_5)_3\text{COH}\) and (D) with two ethyl groups would need ethyl Grignard reagents. Only (B) has one ethyl and two methyl groups on the carbinol carbon.
Final Answer:
The product is 2-methylbutan-2-ol, option (B). \[ \boxed{\text{(B) } \text{C}_2\text{H}_5\text{C}(\text{CH}_3)_2\text{OH}} \]
Grignard reagents add to the carbonyl carbon. Aldehydes (except HCHO) give secondary alcohols, and ketones give tertiary alcohols after hydrolysis.
Step 2: Reaction:
Ethyl methyl ketone is \(\text{CH}_3\text{COC}_2\text{H}_5\). The \(\text{CH}_3^-\) group of \(\text{CH}_3\text{MgBr}\) adds to the carbonyl carbon:
\[ \text{CH}_3\text{COC}_2\text{H}_5 + \text{CH}_3\text{MgBr} \rightarrow \text{C}_2\text{H}_5\text{C}(\text{CH}_3)_2\text{OMgBr} \xrightarrow{\text{H}_2\text{O}} \text{C}_2\text{H}_5\text{C}(\text{CH}_3)_2\text{OH} \]
The product is 2-methylbutan-2-ol.
Step 3: Check the Other Options:
(A) \((\text{CH}_3)_3\text{COH}\) comes from acetone. (C) \((\text{C}_2\text{H}_5)_3\text{COH}\) and (D) with two ethyl groups would need ethyl Grignard reagents. Only (B) has one ethyl and two methyl groups on the carbinol carbon.
Final Answer:
The product is 2-methylbutan-2-ol, option (B). \[ \boxed{\text{(B) } \text{C}_2\text{H}_5\text{C}(\text{CH}_3)_2\text{OH}} \]
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