ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
12th Edition
ISBN: 9781119664635
Author: Solomons
Publisher: WILEY
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Chapter 6, Problem 6PP

PRACTICE PROBLEM 6.6

S N 2 reactions that involve substitution at a chirality center can be used to relate the configuration of one molecule to another, because we know the S N 2 reaction will occur with inversion.

(a) Illustrate how this is true by assigning R, S configurations to the 2-chlorobutane enantiomers based on the following data. [The configuration of (–)-2-butanol is given in Section 5.8C.]

Chapter 6, Problem 6PP, PRACTICE PROBLEM 6.6
 reactions that involve substitution at a chirality center can be used to

(b) When enantiomerically pure (+)-2-chlorobutanc is allowed to react with potassium iodide in acetone in an S N 2 reaction, the 2-iodobutane that is produced has a minus optical rotation. What is the configuration of (–)-2-iodobucane? Of (+)-2-iodobucane?

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