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Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?
- a)pentan-2-one
- b)b methyl propyl ketone
- c)ethyl butanoate
- d)ethyl 2-methylbutanoate
Correct answer is option 'D'. Can you explain this answer?
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Which of the following carbonyl compounds does not give 2-methylpentan...
Carbonyl compounds are organic compounds that contain a carbonyl functional group (-C=O). When reacted with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride, they form alcohols.
Explanation:
The reaction of carbonyl compounds with methylmagnesium iodide in ether is a nucleophilic addition reaction. The nucleophile attacks the electrophilic carbon of the carbonyl group, forming an alkoxide intermediate. This intermediate then reacts with a proton from the solvent (ether), forming an alcohol.
The reaction can be represented as follows:
Carbonyl compound + MeMgI in ether → alkoxide intermediate → alcohol
In this specific case, the carbonyl compounds given are:
a) pentan-2-one
b) 3-methylbutan-2-one
c) ethyl butanoate
d) ethyl 2-methylbutanoate
Out of these, only option d) ethyl 2-methylbutanoate will not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride.
The reason for this is that ethyl 2-methylbutanoate has a bulky ethyl group attached to the carbonyl carbon, which makes it less reactive towards nucleophilic attack. This results in a slower reaction rate and a lower yield of the desired alcohol product.
In contrast, the other three carbonyl compounds have simpler alkyl groups attached to the carbonyl carbon, which makes them more reactive towards nucleophilic attack. This results in a faster reaction rate and a higher yield of the desired alcohol product (2-methylpentan-2-ol).
Explanation:
The reaction of carbonyl compounds with methylmagnesium iodide in ether is a nucleophilic addition reaction. The nucleophile attacks the electrophilic carbon of the carbonyl group, forming an alkoxide intermediate. This intermediate then reacts with a proton from the solvent (ether), forming an alcohol.
The reaction can be represented as follows:
Carbonyl compound + MeMgI in ether → alkoxide intermediate → alcohol
In this specific case, the carbonyl compounds given are:
a) pentan-2-one
b) 3-methylbutan-2-one
c) ethyl butanoate
d) ethyl 2-methylbutanoate
Out of these, only option d) ethyl 2-methylbutanoate will not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride.
The reason for this is that ethyl 2-methylbutanoate has a bulky ethyl group attached to the carbonyl carbon, which makes it less reactive towards nucleophilic attack. This results in a slower reaction rate and a lower yield of the desired alcohol product.
In contrast, the other three carbonyl compounds have simpler alkyl groups attached to the carbonyl carbon, which makes them more reactive towards nucleophilic attack. This results in a faster reaction rate and a higher yield of the desired alcohol product (2-methylpentan-2-ol).
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Which of the following carbonyl compounds does not give 2-methylpentan...
Draw structures of the carbonyl compounds first, then identify the products of their reactions with the Grignard reagent.
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Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer?
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Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer? for Chemistry 2024 is part of Chemistry preparation. The Question and answers have been prepared according to the Chemistry exam syllabus. Information about Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer? covers all topics & solutions for Chemistry 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer?.
Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer? for Chemistry 2024 is part of Chemistry preparation. The Question and answers have been prepared according to the Chemistry exam syllabus. Information about Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer? covers all topics & solutions for Chemistry 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer?.
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Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer?, a detailed solution for Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer? has been provided alongside types of Which of the following carbonyl compounds does not give 2-methylpentan-2-ol upon reaction with methylmagnesium iodide in ether followed by a workup with aqueous ammonium chloride?a)pentan-2-oneb)b methyl propyl ketonec)ethyl butanoated)ethyl 2-methylbutanoateCorrect answer is option 'D'. Can you explain this answer? theory, EduRev gives you an
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