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Reaction of ethyl formate with excess...

Reaction of ethyl formate with excess of `CH_(3)Mgl ` followed by hydrolysis gives .

A

n-propyl alcohol

B

ethanal

C

propanal

D

isopropyl alcohol

Text Solution

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The correct Answer is:
To solve the question regarding the reaction of ethyl formate with excess of CH₃MgI followed by hydrolysis, we will go through the steps systematically. ### Step 1: Identify the Reactants The reactants are ethyl formate and excess CH₃MgI (methyl magnesium iodide). Ethyl formate has the structure: \[ \text{HCOOCH}_2\text{CH}_3 \] This can be represented as: \[ \text{H}_2\text{C}=O\text{O}\text{C}_2\text{H}_5 \] ### Step 2: First Nucleophilic Attack When ethyl formate reacts with CH₃MgI, the nucleophile (CH₃⁻) attacks the carbonyl carbon of ethyl formate. The carbonyl group (C=O) is polarized, making the carbon atom electrophilic. The reaction can be illustrated as follows: 1. The nucleophile (CH₃⁻) attacks the carbonyl carbon: \[ \text{HCOOCH}_2\text{CH}_3 + \text{CH}_3\text{MgI} \rightarrow \text{H}_2\text{C}(O^-) \text{C}(CH_3)(OCH_2CH_3) \] 2. This results in the formation of a tetrahedral intermediate where the oxygen becomes negatively charged (alkoxide ion). ### Step 3: Second Nucleophilic Attack Since we have excess CH₃MgI, another molecule of CH₃MgI will attack the carbonyl carbon of the tetrahedral intermediate formed in the previous step: 1. The second CH₃⁻ attacks the carbon atom: \[ \text{H}_2\text{C}(O^-) \text{C}(CH_3)(OCH_2CH_3) + \text{CH}_3\text{MgI} \rightarrow \text{CH}_3\text{C}(O^-) \text{C}(CH_3)(OCH_2CH_3) \] 2. This results in the formation of a new alkoxide intermediate. ### Step 4: Hydrolysis The final step is hydrolysis of the alkoxide intermediate. When we add water (or dilute acid), the alkoxide will be converted into the corresponding alcohol: 1. Hydrolysis of the alkoxide: \[ \text{CH}_3\text{C}(O^-) \text{C}(CH_3)(OCH_2CH_3) + \text{H}_2\text{O} \rightarrow \text{CH}_3\text{C}(OH) \text{C}(CH_3)(OCH_2CH_3) \] 2. The product formed is isopropyl alcohol (2-propanol): \[ \text{CH}_3\text{CHOH}\text{CH}_3 \] ### Final Answer The product of the reaction of ethyl formate with excess CH₃MgI followed by hydrolysis is **isopropyl alcohol**.

To solve the question regarding the reaction of ethyl formate with excess of CH₃MgI followed by hydrolysis, we will go through the steps systematically. ### Step 1: Identify the Reactants The reactants are ethyl formate and excess CH₃MgI (methyl magnesium iodide). Ethyl formate has the structure: \[ \text{HCOOCH}_2\text{CH}_3 \] This can be represented as: \[ \text{H}_2\text{C}=O\text{O}\text{C}_2\text{H}_5 \] ...
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