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Base catalysed condensation between the ...

Base catalysed condensation between the following compounds followed by dehydration gives methyl vinly ketone :

A

`HCHO and CH_(3)COCH_(3)`

B

`HCHO and CH_(3)CHO`

C

Two molecules of `CH_(3)CHO`

D

Two molecules of `CH_(3)COCH_(3)`

Text Solution

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The correct Answer is:
To solve the problem of determining which compounds undergo base-catalyzed condensation followed by dehydration to yield methyl vinyl ketone, we can follow these steps: ### Step 1: Identify the Structure of Methyl Vinyl Ketone Methyl vinyl ketone has the structure CH3C(=O)CH=CH2. This is our target compound. ### Step 2: Understand Base-Catalyzed Condensation For a base-catalyzed condensation, we need a compound with alpha hydrogens that can be abstracted by a base. In this case, we will consider the compounds provided in the question. ### Step 3: Analyze Each Compound 1. **Formaldehyde (HCHO)**: - It has no alpha hydrogen because it is an aldehyde with no carbon chain. - Therefore, it cannot participate in the base-catalyzed condensation. 2. **Acetaldehyde (CH3CHO)**: - It has alpha hydrogen. - When it reacts with itself, it can undergo condensation, but the product will be an aldehyde, not a ketone. 3. **Two Molecules of Acetaldehyde**: - Similar to the previous point, it will form an aldehyde after dehydration, not a ketone. 4. **Two Molecules of Acetone (CH3COCH3)**: - Acetone has alpha hydrogens and can undergo condensation. - However, the product will not be methyl vinyl ketone but rather a different ketone. ### Step 4: Correct Pairing for Methyl Vinyl Ketone The correct reactants for forming methyl vinyl ketone through base-catalyzed condensation and dehydration are: - **Formaldehyde (HCHO)** and **Acetone (CH3COCH3)**. ### Step 5: Reaction Mechanism - **Step 5.1**: The base abstracts an alpha hydrogen from acetone, forming a nucleophilic enolate ion. - **Step 5.2**: The enolate ion attacks the carbonyl carbon of formaldehyde, leading to the formation of a beta-hydroxy ketone. - **Step 5.3**: Dehydration occurs, resulting in the formation of methyl vinyl ketone. ### Conclusion The base-catalyzed condensation of formaldehyde and acetone yields methyl vinyl ketone.
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