Ketones react with sodium acetylide (the sodium salt of acetylene, Na*-:C=CH) to give alcohols. For example, the reaction of sodium acetylide with 2-butanone yields 3-methyl-1-pentyn-3-ol: H3C OH 1. Na+-:C=CH H3C CH2CH3 2. H30+ CH2CH3 HC=C 2-Butanone 3-Methyl-1-pentyn-3-ol (a) Is the product chiral? (b) Assuming that the reaction takes place with equal likelihood from both Re and Si faces of the carbonyl group, is the product optically active? Explain.
Ketones react with sodium acetylide (the sodium salt of acetylene, Na*-:C=CH) to give alcohols. For example, the reaction of sodium acetylide with 2-butanone yields 3-methyl-1-pentyn-3-ol: H3C OH 1. Na+-:C=CH H3C CH2CH3 2. H30+ CH2CH3 HC=C 2-Butanone 3-Methyl-1-pentyn-3-ol (a) Is the product chiral? (b) Assuming that the reaction takes place with equal likelihood from both Re and Si faces of the carbonyl group, is the product optically active? Explain.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:Ketones react with sodium acetylide (the sodium salt of acetylene,
Na*:C=CH) to give alcohols. For example, the reaction of sodium
acetylide with 2-butanone yields 3-methyl-1-pentyn-3-ol:
5-76
H3C OH
1. Nat-:C=CH
H3C
CH2CH3
2. Hзо+
CH2CH3
HC
2-Butanone
3-Methyl-1-pentyn-3-ol
(a) Is the product chiral?
(b) Assuming that the reaction takes place with equal likelihood from
both Re and Si faces of the carbonyl group, is the product optically
active? Explain.
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