Aldehydes react with sodium acetylide (the sodium salt of acetylene, Na-:C=CH) to give alcohols. For example, the reaction of sodium acetylide with (R)-2-Metylbutanal to yield 4-methyl-l-hexyn-3-ol: CH, 1. N CCH 2 H,O Is the product chiral? b. Draw both major and minor reaction products, assuming that the reaction takes place preferentially from the Re face of the carbonyl group. Is the product mixture optically active? Explain. a.

Introduction to Chemical Engineering Thermodynamics
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Author:J.M. Smith Termodinamica en ingenieria quimica, Hendrick C Van Ness, Michael Abbott, Mark Swihart
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Aldehydes react with sodium acetylide (the sodium salt of acetylene, Na":C=CH) to give alcohols. For
example, the reaction of sodium acetylide with (R)-2-Metylbutanal to yield 4-methyl-1-hexyn-3-ol:
CH,
CH,
O 1 Na* C=CH
THO
Is the product chiral?
a.
b.
Draw both major and minor reaction products, assuming that the reaction takes place preferentially
from the Re face of the carbonyl group. Is the product mixture optically active? Explain.
Transcribed Image Text:Aldehydes react with sodium acetylide (the sodium salt of acetylene, Na":C=CH) to give alcohols. For example, the reaction of sodium acetylide with (R)-2-Metylbutanal to yield 4-methyl-1-hexyn-3-ol: CH, CH, O 1 Na* C=CH THO Is the product chiral? a. b. Draw both major and minor reaction products, assuming that the reaction takes place preferentially from the Re face of the carbonyl group. Is the product mixture optically active? Explain.
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