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Which of the following products is formed when benzaldehyde is treated with CH3MgBr and the addition product so obtained is subjected to acid hydrolysis ?
- a)A secondary alcohol
- b)A primary alcohol
- c)Phenol
- d)tert-Butyl alcohol
Correct answer is option 'A'. Can you explain this answer?
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Which of the following products is formed when benzaldehyde is treate...
Aldehydes, other than formaldehyde, when treated with RMgX give 2° alcohols.
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Which of the following products is formed when benzaldehyde is treate...
When benzaldehyde is treated with CH3MgBr (methylmagnesium bromide), a Grignard reagent is formed. The Grignard reagent reacts with benzaldehyde to form an addition product. This addition product is then subjected to acid hydrolysis, which results in the formation of a secondary alcohol.
Here is a detailed explanation of each step:
Grignard Reaction:
The reaction between benzaldehyde and CH3MgBr forms a Grignard reagent called phenylmagnesium bromide (C6H5MgBr). The reaction can be represented as follows:
C6H5CHO + CH3MgBr → C6H5CH2OMgBr
Addition Product Formation:
The phenylmagnesium bromide (C6H5CH2OMgBr) acts as a nucleophile and attacks the carbonyl carbon of benzaldehyde. This leads to the formation of an addition product, which is an alcohol. The reaction can be represented as follows:
C6H5CH2OMgBr + C6H5CHO → C6H5CH(OH)CH2OMgBr
Acid Hydrolysis:
The addition product is then subjected to acid hydrolysis, which involves the reaction with an acid to break the carbon-magnesium bond and convert the Grignard reagent back to the corresponding alcohol. In this case, the acid used is water (H2O). The reaction can be represented as follows:
C6H5CH(OH)CH2OMgBr + H2O → C6H5CH(OH)CH3 + MgBrOH
The final product obtained after acid hydrolysis is a secondary alcohol, specifically 1-phenylethanol (C6H5CH(OH)CH3). This is because the addition of the Grignard reagent to benzaldehyde results in the addition of an alkyl group (CH3) to the carbonyl carbon, forming a new carbon-carbon bond. The resulting alcohol contains the alkyl group attached to a carbon atom, which is bonded to two other carbon atoms.
Therefore, the correct answer is option 'A' - a secondary alcohol.
Here is a detailed explanation of each step:
Grignard Reaction:
The reaction between benzaldehyde and CH3MgBr forms a Grignard reagent called phenylmagnesium bromide (C6H5MgBr). The reaction can be represented as follows:
C6H5CHO + CH3MgBr → C6H5CH2OMgBr
Addition Product Formation:
The phenylmagnesium bromide (C6H5CH2OMgBr) acts as a nucleophile and attacks the carbonyl carbon of benzaldehyde. This leads to the formation of an addition product, which is an alcohol. The reaction can be represented as follows:
C6H5CH2OMgBr + C6H5CHO → C6H5CH(OH)CH2OMgBr
Acid Hydrolysis:
The addition product is then subjected to acid hydrolysis, which involves the reaction with an acid to break the carbon-magnesium bond and convert the Grignard reagent back to the corresponding alcohol. In this case, the acid used is water (H2O). The reaction can be represented as follows:
C6H5CH(OH)CH2OMgBr + H2O → C6H5CH(OH)CH3 + MgBrOH
The final product obtained after acid hydrolysis is a secondary alcohol, specifically 1-phenylethanol (C6H5CH(OH)CH3). This is because the addition of the Grignard reagent to benzaldehyde results in the addition of an alkyl group (CH3) to the carbonyl carbon, forming a new carbon-carbon bond. The resulting alcohol contains the alkyl group attached to a carbon atom, which is bonded to two other carbon atoms.
Therefore, the correct answer is option 'A' - a secondary alcohol.
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Which of the following products is formed when benzaldehyde is treated with CH3MgBr and the addition product so obtained is subjected to acid hydrolysis ?a)A secondary alcoholb)A primary alcoholc)Phenold)tert-Butyl alcoholCorrect answer is option 'A'. Can you explain this answer?
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