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Which of the following aldehyde can give...

Which of the following aldehyde can give Cannizzaro reaction with base ?

A

`CH_(3)-CH_(2)-CH_(2)-CHO`

B

`{:(H_(3)C-C=CHCH_(3)),(" |"),(" CH"_(3)):}`

C

`(H_(3)C)_(2)CH-CH_(2)-CHO`

D

`(CH_(3))_(3)C-CHO`.

Text Solution

AI Generated Solution

The correct Answer is:
To determine which aldehyde can undergo the Cannizzaro reaction with a base, we need to follow these steps: ### Step 1: Understand the Cannizzaro Reaction The Cannizzaro reaction occurs with aldehydes that do not have alpha-hydrogens. This reaction involves the disproportionation of aldehydes in the presence of a strong base, resulting in the formation of an alcohol and a carboxylic acid salt. ### Step 2: Identify Alpha-Hydrogens Alpha-hydrogens are the hydrogen atoms attached to the carbon atom adjacent to the carbonyl carbon (the carbon atom of the aldehyde functional group). For the Cannizzaro reaction to occur, the aldehyde must lack these alpha-hydrogens. ### Step 3: Analyze Each Option We will analyze each given aldehyde option to check for the presence of alpha-hydrogens. 1. **Option A: CH3CH2CH2CHO** - Structure: This aldehyde has a carbon chain with a terminal aldehyde group. - Alpha-hydrogens: The carbon next to the carbonyl carbon (CHO) has two hydrogens (CH2), indicating the presence of alpha-hydrogens. - Conclusion: This option cannot undergo the Cannizzaro reaction. 2. **Option B: (No carbonyl group present)** - Structure: If there is no carbonyl group, it cannot be an aldehyde. - Alpha-hydrogens: Not applicable as it is not an aldehyde. - Conclusion: This option cannot undergo the Cannizzaro reaction. 3. **Option C: CH3C(CH3)2CHO** - Structure: This is a branched aldehyde with a carbon chain and a carbonyl group. - Alpha-hydrogens: The carbon adjacent to the carbonyl carbon has two methyl groups (C(CH3)2), which means it has no hydrogen atoms attached to it. - Conclusion: This option can undergo the Cannizzaro reaction. 4. **Option D: (CHO with three methyl groups)** - Structure: This is a carbonyl carbon with three methyl groups attached. - Alpha-hydrogens: The carbon adjacent to the carbonyl carbon has no hydrogens (since it is fully substituted with methyl groups). - Conclusion: This option can undergo the Cannizzaro reaction. ### Step 4: Final Conclusion From the analysis, the only aldehyde that can undergo the Cannizzaro reaction is **Option D**, as it lacks alpha-hydrogens. ### Summary of the Answer The correct answer is **Option D**.

To determine which aldehyde can undergo the Cannizzaro reaction with a base, we need to follow these steps: ### Step 1: Understand the Cannizzaro Reaction The Cannizzaro reaction occurs with aldehydes that do not have alpha-hydrogens. This reaction involves the disproportionation of aldehydes in the presence of a strong base, resulting in the formation of an alcohol and a carboxylic acid salt. ### Step 2: Identify Alpha-Hydrogens Alpha-hydrogens are the hydrogen atoms attached to the carbon atom adjacent to the carbonyl carbon (the carbon atom of the aldehyde functional group). For the Cannizzaro reaction to occur, the aldehyde must lack these alpha-hydrogens. ...
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