Unformatted text preview: alcohol. Your mechanism should account for the fact that this product is formed as a racemic mixture!!! he racemic alcohol forms via an S N 1 reaction mechanism. Racemization occurs because H 2 O can react with equal likelihood from either side of the planar carbocation intermediate: H 3 C H 3 C H Br ( S )-3-Bromo-2,3-dimethylpentane H 2 O/acetone C 7 H 16 O (racemic) H 3 C H 3 C H Br H 3 C H CH 3 (planar carbocation) O H H from "bottom" from "top" H 3 C H 3 C H O H H O H H H 3 C H 3 C H OH O H H H H 3 C H CH 3 O H H O H H H 3 C H CH 3 HO O H H H Br...
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This note was uploaded on 07/16/2008 for the course CH 310M taught by Professor Iverson during the Spring '05 term at University of Texas.
- Spring '05