SN2 reactions that involve breaking a bond to a chirality center can be used to relate configurations
Question:
(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.]
(b) When optically pure (+)-2-chlorobutane is allowed to react with potassium iodide in acetone in an SN2 reaction, the 2-iodobutane that is produced has a minus rotation.
What is the configuration of (-)-2-iodobutane? Of (+)-2-iodobutane?
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Related Book For
Organic Chemistry
ISBN: 978-1118133576
11th edition
Authors: Graham Solomons, Craig Fryhle, Scott Snyder
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