Acetone on treatment with CH(3)MgI and o...

Acetone on treatment with `CH_(3)MgI` and on further hydrolysis gives :

Isopropyl alcohol

Primary alcohol

Acetic acid

2-methyl 2-propanol

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To solve the question about the reaction of acetone with CH₃MgI followed by hydrolysis, we can break it down into the following steps: ### Step 1: Identify the Reactants The reactants in this reaction are acetone and the Grignard reagent CH₃MgI. **Hint:** Remember that acetone is a ketone with the structure CH₃COCH₃. ### Step 2: Understand the Grignard Reagent The Grignard reagent CH₃MgI consists of a methyl group (CH₃) which acts as a nucleophile due to the partial negative charge on the carbon atom. **Hint:** Grignard reagents are strong nucleophiles and can attack electrophilic centers like the carbonyl carbon in ketones. ### Step 3: Nucleophilic Attack The nucleophile (CH₃⁻) attacks the carbonyl carbon of acetone (C=O), resulting in the formation of a tetrahedral intermediate. The oxygen atom becomes negatively charged. **Hint:** The carbonyl carbon is electrophilic and is susceptible to nucleophilic attack. ### Step 4: Formation of the Alkoxide After the nucleophilic attack, the tetrahedral intermediate can be represented as CH₃C(OH)(CH₃)⁻. This intermediate is an alkoxide. **Hint:** The alkoxide is formed when the carbonyl oxygen becomes negatively charged after the attack. ### Step 5: Hydrolysis Upon hydrolysis (adding water), the alkoxide ion (CH₃C(OH)(CH₃)⁻) will react with water. The negatively charged oxygen will extract a proton (H⁺) from water, resulting in the formation of an alcohol. **Hint:** Hydrolysis typically involves the addition of water to convert the alkoxide into an alcohol. ### Step 6: Determine the Structure of the Product The final product after hydrolysis is 2-methyl-2-propanol, which is a tertiary alcohol. The structure can be represented as (CH₃)₂C(OH)(CH₃). **Hint:** Count the number of carbon atoms attached to the carbon bearing the hydroxyl (OH) group to determine the degree of the alcohol. ### Step 7: Naming the Product The IUPAC name of the product is 2-methyl-2-propanol, indicating that there is a methyl group on the second carbon of the propane chain. **Hint:** Use the longest carbon chain and the position of the substituents to name the alcohol correctly. ### Final Answer The product of the reaction of acetone with CH₃MgI followed by hydrolysis is **2-methyl-2-propanol**.