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How many equivalents of CH3MgBr are requ...

How many equivalents of `CH_3MgBr` are required to convert ethylethanoate to 2-methyl propan-2-ol?

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To determine how many equivalents of `CH₃MgBr` (methylmagnesium bromide) are required to convert ethyl ethanoate (also known as ethyl acetate) to 2-methylpropan-2-ol, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: - The reactant is ethyl ethanoate (CH₃COOCH₂CH₃). - The desired product is 2-methylpropan-2-ol (tert-butyl alcohol, (CH₃)₃COH). 2. **Understand the Role of Grignard Reagent**: - `CH₃MgBr` is a Grignard reagent that acts as a nucleophile. It can react with carbonyl compounds to form alcohols. 3. **First Reaction with Ethyl Ethanoate**: - Ethyl ethanoate has a carbonyl group (C=O). The nucleophilic carbon in `CH₃MgBr` attacks the carbonyl carbon of ethyl ethanoate. - This forms a tetrahedral intermediate, where the ethoxy group (C₂H₅O⁻) leaves, resulting in the formation of a ketone (propan-2-one or acetone, CH₃C(=O)CH₃). - **Moles of Grignard used**: 1 equivalent of `CH₃MgBr` is consumed in this step. 4. **Second Reaction with the Ketone**: - The ketone (propan-2-one) formed in the previous step now reacts with another equivalent of `CH₃MgBr`. - The nucleophilic attack occurs again at the carbonyl carbon of the ketone, leading to another tetrahedral intermediate. - After the workup (typically involving hydrolysis), this results in the formation of 2-methylpropan-2-ol. - **Moles of Grignard used**: 1 equivalent of `CH₃MgBr` is consumed in this step as well. 5. **Total Equivalents of Grignard Reagent**: - Since 1 equivalent of `CH₃MgBr` is used for the reaction with ethyl ethanoate and another equivalent is used for the reaction with the ketone, the total number of equivalents required is: \[ 1 \text{ (for ethyl ethanoate)} + 1 \text{ (for ketone)} = 2 \text{ equivalents} \] ### Final Answer: **2 equivalents of `CH₃MgBr` are required to convert ethyl ethanoate to 2-methylpropan-2-ol.**
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