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What is the major product obtained from ...

What is the major product obtained from the following reactions ?
`HOCH_(2)overset(O)overset(||)(C)OH overset(SOCl_(2))to overset(CH_(3)OH)to`

A

`HOCH_(2)COOCH_(3)`

B

`CH_(3)OCH_(2)COOCH_(3)`

C

`ClCH_(2)COOCH_(3)`

D

`CH_(3)COCH_(2)COOH`

Text Solution

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The correct Answer is:
To determine the major product from the given reactions, let's break down the steps involved in the reaction systematically. ### Step 1: Identify the Starting Compound The starting compound is a carbonyl compound with the following structure: - Hydroxymethyl group (HOCH₂) - A carbonyl group (C=O) - A hydroxyl group (OH) This compound can be represented as HOCH₂-C(=O)-OH. ### Step 2: Reaction with SOCl₂ When the compound reacts with thionyl chloride (SOCl₂), the hydroxyl (OH) groups will be converted to chlorides (Cl). The reaction can be summarized as follows: - The hydroxyl group (OH) on the carbonyl compound is replaced by a chlorine atom (Cl). After this reaction, the structure will be: - HOCH₂-C(=O)-Cl ### Step 3: Nucleophilic Attack by Methanol Next, methanol (CH₃OH) acts as a nucleophile. The oxygen in methanol has a lone pair of electrons, which can attack the electrophilic carbonyl carbon (C=O) in the compound formed in Step 2. The nucleophilic attack can be represented as: - CH₃OH attacks the carbonyl carbon, leading to the formation of a tetrahedral intermediate. ### Step 4: Elimination of Chloride Ion In the tetrahedral intermediate, the chlorine atom (Cl) is a good leaving group. Thus, it can leave, resulting in the formation of an ester. The reaction can be summarized as follows: - The tetrahedral intermediate collapses, and the chloride ion (Cl⁻) is expelled. ### Step 5: Formation of the Ester Product After the elimination of the chloride ion, the final product is an ester. The structure of the ester formed will be: - CH₃-O-C(=O)-CH₂OH This can be simplified to: - CH₃O-C(=O)-CH₂OH, which is methyl 2-hydroxypropanoate. ### Final Product The major product obtained from the reaction is: - Methyl 2-hydroxypropanoate. ### Summary of Steps: 1. Identify the starting compound. 2. React with SOCl₂ to convert OH to Cl. 3. Nucleophilic attack by methanol (CH₃OH). 4. Elimination of chloride ion (Cl⁻). 5. Formation of the ester product.
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