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The Grignard reagent, on reaction with a...

The Grignard reagent, on reaction with acetone, forms :

A

Tertiary alcohol

B

Secondary alcohol

C

Acetic acid

D

Acetaldehyde

Text Solution

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The correct Answer is:
To determine what the Grignard reagent forms when it reacts with acetone, let's break down the reaction step by step. ### Step 1: Identify the Grignard Reagent The Grignard reagent is represented as R-MgX, where R is an alkyl or aryl group, and X is a halogen (like Cl, Br, or I). This reagent is highly reactive and acts as a nucleophile. **Hint:** Remember that Grignard reagents are formed by the reaction of an alkyl or aryl halide with magnesium in dry ether. ### Step 2: Identify Acetone Acetone is a ketone with the structure CH3-CO-CH3. It has a carbonyl group (C=O) flanked by two methyl groups. **Hint:** Recognize that acetone is a simple ketone and has the formula (CH3)2CO. ### Step 3: Reaction Mechanism When the Grignard reagent (R-MgX) reacts with acetone, the nucleophilic R group attacks the electrophilic carbon of the carbonyl group (C=O) in acetone. This results in the formation of a tetrahedral intermediate. **Hint:** The carbonyl carbon is electrophilic and will accept the nucleophile (R group). ### Step 4: Formation of the Intermediate The attack of the R group on the carbonyl carbon leads to the formation of an intermediate that has an alkoxide structure (R-C(OH)-C(CH3)2). This intermediate contains an oxygen atom with a negative charge. **Hint:** The intermediate will have a negative charge on the oxygen after the nucleophilic attack. ### Step 5: Protonation of the Intermediate The next step involves the addition of water (H2O) to the reaction mixture. The alkoxide (R-C(OH)-C(CH3)2) will be protonated by water, resulting in the formation of a tertiary alcohol. **Hint:** Protonation occurs when the alkoxide ion (O-) picks up a proton (H+) from water. ### Step 6: Final Product The final product of the reaction is a tertiary alcohol, which has the structure R-C(OH)(CH3)2. This alcohol has three alkyl groups attached to the carbon bearing the hydroxyl (OH) group. **Hint:** Tertiary alcohols are characterized by having three carbon groups attached to the carbon that holds the hydroxyl group. ### Conclusion Thus, the Grignard reagent when reacted with acetone forms a tertiary alcohol. **Final Answer:** Tertiary alcohol.
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