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The major product formed in the reaction of (S)-1, 2, 4-butanetriol with 3-pentanone in the presence of a catalytic amount of p-TSA?
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The major product formed in the reaction of (S)-1, 2, 4-butanetriol wi...
Reaction Overview:
The reaction between (S)-1,2,4-butanetriol and 3-pentanone in the presence of p-TSA is an example of an aldol condensation reaction. The aim of this reaction is to form a new carbon-carbon bond between the alpha-carbon of the ketone and the carbonyl carbon of the aldehyde. The mechanism of the reaction involves the formation of an enolate intermediate which undergoes nucleophilic attack on the carbonyl carbon of the aldehyde. This leads to the formation of a beta-hydroxyketone which undergoes dehydration to form the final product.

Major Product:
The major product formed in the reaction of (S)-1,2,4-butanetriol with 3-pentanone in the presence of p-TSA is (2S, 3R)-2,3-pentanediol-2,3-butanediol. This is a beta-hydroxyketone which is formed by the condensation of the alpha-carbon of 3-pentanone with the carbonyl carbon of (S)-1,2,4-butanetriol. The stereochemistry of the product is determined by the chirality of the starting material.

Explanation:
The reaction between (S)-1,2,4-butanetriol and 3-pentanone in the presence of p-TSA proceeds via an aldol condensation reaction. Initially, p-TSA catalyzes the protonation of the alpha-carbon of 3-pentanone to form an enol which subsequently tautomerizes to form an enolate. The enolate then undergoes nucleophilic attack on the carbonyl carbon of (S)-1,2,4-butanetriol to form an intermediate beta-hydroxyketone. This intermediate undergoes dehydration to form the final product, (2S,3R)-2,3-pentanediol-2,3-butanediol.

In conclusion, the reaction between (S)-1,2,4-butanetriol and 3-pentanone in the presence of p-TSA is an example of an aldol condensation reaction which leads to the formation of (2S,3R)-2,3-pentanediol-2,3-butanediol as the major product.
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The major product formed in the reaction of (S)-1, 2, 4-butanetriol with 3-pentanone in the presence of a catalytic amount of p-TSA?
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The major product formed in the reaction of (S)-1, 2, 4-butanetriol with 3-pentanone in the presence of a catalytic amount of p-TSA? for Chemistry 2024 is part of Chemistry preparation. The Question and answers have been prepared according to the Chemistry exam syllabus. Information about The major product formed in the reaction of (S)-1, 2, 4-butanetriol with 3-pentanone in the presence of a catalytic amount of p-TSA? covers all topics & solutions for Chemistry 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for The major product formed in the reaction of (S)-1, 2, 4-butanetriol with 3-pentanone in the presence of a catalytic amount of p-TSA?.
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