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Which represents the best method for converting a carboxylic acid to an aldehyde?
- a)Convert the acid to an acid chloride; and react the acid chloride with water
- b)Reduce the acid with LiAIH4
- c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydride
- d)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4
Correct answer is option 'C'. Can you explain this answer?
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Converting a carboxylic acid to an aldehyde can be achieved through several methods. Among the given options, option C is the best method for this conversion.
1. Conversion of the acid to RCOCI:
The first step in this method involves converting the carboxylic acid (RCOOH) to an acid chloride (RCOCI). This can be achieved by reacting the carboxylic acid with thionyl chloride (SOCl2) or oxalyl chloride (COCl)2. The reaction can be represented as follows:
RCOOH + SOCl2 → RCOCI + SO2 + HCl
2. Reduction of RCOCI with lithium aluminium tri(f-butoxy) hydride:
The next step involves reducing the acid chloride (RCOCI) to an aldehyde using a reducing agent. In this case, lithium aluminium tri(f-butoxy) hydride (LiAlH(OBu)3) is used as the reducing agent. This reagent is milder and more selective compared to other reducing agents like lithium aluminium hydride (LiAlH4). The reaction can be represented as follows:
RCOCI + LiAlH(OBu)3 → RCHO + LiCl + Al(OBu)3
3. Overall reaction:
Combining both steps, the overall reaction can be represented as follows:
RCOOH + SOCl2 → RCOCI + SO2 + HCl
RCOCI + LiAlH(OBu)3 → RCHO + LiCl + Al(OBu)3
This method is preferred because it allows for the direct conversion of the carboxylic acid to an aldehyde without the need for additional steps. The use of a milder reducing agent like lithium aluminium tri(f-butoxy) hydride ensures that the reaction proceeds selectively to form the aldehyde, without further reduction to the corresponding alcohol.
Other methods mentioned in the options, such as converting the acid to an acid chloride and reacting it with water (option A) or reducing the acid with LiAlH4 (option B) would result in the formation of the corresponding alcohol rather than the aldehyde. Option D involves the use of a Grignard reagent, which is not necessary for this conversion and may introduce additional complications.
Therefore, option C is the best method for converting a carboxylic acid to an aldehyde.
1. Conversion of the acid to RCOCI:
The first step in this method involves converting the carboxylic acid (RCOOH) to an acid chloride (RCOCI). This can be achieved by reacting the carboxylic acid with thionyl chloride (SOCl2) or oxalyl chloride (COCl)2. The reaction can be represented as follows:
RCOOH + SOCl2 → RCOCI + SO2 + HCl
2. Reduction of RCOCI with lithium aluminium tri(f-butoxy) hydride:
The next step involves reducing the acid chloride (RCOCI) to an aldehyde using a reducing agent. In this case, lithium aluminium tri(f-butoxy) hydride (LiAlH(OBu)3) is used as the reducing agent. This reagent is milder and more selective compared to other reducing agents like lithium aluminium hydride (LiAlH4). The reaction can be represented as follows:
RCOCI + LiAlH(OBu)3 → RCHO + LiCl + Al(OBu)3
3. Overall reaction:
Combining both steps, the overall reaction can be represented as follows:
RCOOH + SOCl2 → RCOCI + SO2 + HCl
RCOCI + LiAlH(OBu)3 → RCHO + LiCl + Al(OBu)3
This method is preferred because it allows for the direct conversion of the carboxylic acid to an aldehyde without the need for additional steps. The use of a milder reducing agent like lithium aluminium tri(f-butoxy) hydride ensures that the reaction proceeds selectively to form the aldehyde, without further reduction to the corresponding alcohol.
Other methods mentioned in the options, such as converting the acid to an acid chloride and reacting it with water (option A) or reducing the acid with LiAlH4 (option B) would result in the formation of the corresponding alcohol rather than the aldehyde. Option D involves the use of a Grignard reagent, which is not necessary for this conversion and may introduce additional complications.
Therefore, option C is the best method for converting a carboxylic acid to an aldehyde.
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Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer?
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Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer? for JEE 2024 is part of JEE preparation. The Question and answers have been prepared according to the JEE exam syllabus. Information about Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer? covers all topics & solutions for JEE 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer?.
Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer? for JEE 2024 is part of JEE preparation. The Question and answers have been prepared according to the JEE exam syllabus. Information about Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer? covers all topics & solutions for JEE 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer?.
Solutions for Which represents the best method for converting a carboxylic acid to an aldehyde?a)Convert the acid to an acid chloride; and react the acid chloride with waterb)Reduce the acid with LiAIH4c)Convert the acid to RCOCI; and reduce the RCOCI with lithium aluminium tri(f-butoxy) hydrided)Convert the acid to flCOCI; react the RCOCI with a RMgX; and reduce the product with LiAIH4Correct answer is option 'C'. Can you explain this answer? in English & in Hindi are available as part of our courses for JEE.
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