Which one among the followng compounds will produce a secondary alcohol on reaction with Grignard reagent ?

Options

A. `CH_(3)COCH_(3)`
B. `CH_(3)- COOCH_(3)`
C. `HCOOCH_(3)`
D. All of these

Explanation

To determine which compound will produce a secondary alcohol upon reaction with a Grignard reagent, we need to analyze the reactions of the Grignard reagent with different types of carbonyl compounds. Here’s a step-by-step solution:

### Step 1: Understand the Grignard Reagent
The Grignard reagent has the general formula R-Mg-X, where R is an alkyl group and X is a halogen. It acts as a nucleophile and can react with carbonyl compounds.

### Step 2: Identify the Types of Carbonyl Compounds
The compounds provided in the question can be ketones, aldehydes, or esters. The reaction of Grignard reagents with these compounds leads to different types of alcohols:
- **Ketones** produce tertiary alcohols.
- **Aldehydes** produce secondary alcohols.
- **Esters** typically yield tertiary alcohols after two steps.

### Step 3: Analyze Each Compound
1. **First Compound (Ketone)**: CH3COCH3
- Reaction: Grignard reagent attacks the carbonyl carbon, leading to a tertiary alcohol after workup.
- Conclusion: Produces a tertiary alcohol (not the answer).

2. **Second Compound (Ester)**: CH3COOCH3
- Reaction: Grignard reagent attacks the carbonyl carbon, leading to a ketone after the leaving group departs, which then reacts with the Grignard reagent to form a tertiary alcohol.
- Conclusion: Produces a tertiary alcohol (not the answer).

3. **Third Compound (Aldehyde)**: HCOCOCH3
- Reaction: Grignard reagent attacks the carbonyl carbon, leading to a secondary alcohol after workup.
- Conclusion: Produces a secondary alcohol (this is the correct answer).

### Step 4: Final Conclusion
The compound that will produce a secondary alcohol upon reaction with a Grignard reagent is the third compound (aldehyde).

### Answer: Third Compound (Aldehyde)

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