5. Chirality
Calculations with Enantiomeric Percentages
5:07 minutes
Problem 28
Textbook Question
Textbook QuestionUnder certain conditions, when (R)-2-bromobutane is heated with water, the
SN1 substitution proceeds twice as fast as the SN2.
Calculate the e.e. and the specific rotation expected for the product.
The specific rotation of (R)-butan-2-ol is −13.5°. Assume that the SN1 gives equal amounts of the two enantiomers.
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