When pure (S)-lactic acid is esterified by racemic butan-2-ol, the product is 2-butyl lactate, with the following

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When pure (S)-lactic acid is esterified by racemic butan-2-ol, the product is 2-butyl lactate, with the following structure:

ОН OH ОН О CH, H+ CH;-CH-COOH + CH,-CH-CH,CH, CH,-CH- ċ-0-CH-CH,CH, lactic acid butan-2-ol 2-butyl lactate


(a) Draw three-dimensional structures of the two stereoisomers formed, specifying the configuration at each asymmetric carbon atom. (Using your models may be helpful.)

(b) Determine the relationship between the two stereoisomers you have drawn.

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Organic Chemistry

ISBN: 978-0321768414

8th edition

Authors: L. G. Wade Jr.

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