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Select the correct alternative from the choices given:
When acetone is treated with Grignard's reagent, followed by hydrolysis, the product formed is :

A

Secondary alcohol

B

Tertiary alcohol

C

Primary alcohol

D

Aldehyde

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to understand the reaction between acetone and Grignard's reagent, followed by hydrolysis. Let's break down the steps: ### Step 1: Identify the Structure of Acetone Acetone is a simple ketone with the formula \( \text{CH}_3\text{C(=O)}\text{CH}_3 \). This means it has a carbonyl group (C=O) flanked by two methyl groups. ### Step 2: Understand Grignard's Reagent Grignard's reagent is represented as \( \text{R-MgX} \), where R is an alkyl or aryl group and X is a halogen. For this example, we can use \( \text{CH}_3\text{MgBr} \) as our Grignard reagent. ### Step 3: Reaction Mechanism When acetone reacts with the Grignard reagent, the nucleophilic carbon of the Grignard reagent attacks the electrophilic carbon of the carbonyl group in acetone. This leads to the formation of a tetrahedral intermediate. The reaction can be summarized as follows: \[ \text{CH}_3\text{C(=O)}\text{CH}_3 + \text{CH}_3\text{MgBr} \rightarrow \text{CH}_3\text{C(OMgBr)}\text{(CH}_3)_2 \] ### Step 4: Hydrolysis of the Intermediate The next step is hydrolysis. When the intermediate is treated with water (or an acid), the \( \text{MgBr} \) group is replaced by a hydroxyl group (-OH), resulting in the formation of a tertiary alcohol. The hydrolysis reaction can be represented as: \[ \text{CH}_3\text{C(OMgBr)}\text{(CH}_3)_2 + \text{H}_2\text{O} \rightarrow \text{CH}_3\text{C(OH)}\text{(CH}_3)_2 + \text{MgBrOH} \] ### Step 5: Identify the Product The product formed after hydrolysis is \( \text{CH}_3\text{C(OH)}\text{(CH}_3)_2 \), which is a tertiary alcohol. ### Conclusion Thus, when acetone is treated with Grignard's reagent followed by hydrolysis, the product formed is a tertiary alcohol. ### Final Answer The correct alternative is **tertiary alcohol** (Option 2). ---

To solve the question, we need to understand the reaction between acetone and Grignard's reagent, followed by hydrolysis. Let's break down the steps: ### Step 1: Identify the Structure of Acetone Acetone is a simple ketone with the formula \( \text{CH}_3\text{C(=O)}\text{CH}_3 \). This means it has a carbonyl group (C=O) flanked by two methyl groups. ### Step 2: Understand Grignard's Reagent Grignard's reagent is represented as \( \text{R-MgX} \), where R is an alkyl or aryl group and X is a halogen. For this example, we can use \( \text{CH}_3\text{MgBr} \) as our Grignard reagent. ...
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