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A comparison of the rates of Sy1 solvolysis of the bicyclic compounds (1) and (2) in acetic acid shows that compound (1) reacts 10" times faster than compound (2). Furthermore, solvolysis of (1) occurs with complete retention of configuration: the nucleophile occu- pies the same position on the one-carbon bridge as did the leaving -OSO,Ar group. LOSO,Ar OSO,Ar (1) (2)

A comparison of the rates of Sy1 solvolysis of the bicyclic compounds (1) and (2) in acetic acid shows that compound (1) reacts 10" times faster than compound (2). Furthermore, solvolysis of (1) occurs with complete retention of configuration: the nucleophile occu- pies the same position on the one-carbon bridge as did the leaving -OSO,Ar group. LOSO,Ar OSO,Ar (1) (2)

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Account for complete retention of configuration in the solvolysis of (1).

A comparison of the rates of Sy1 solvolysis of the bicyclic compounds (1) and (2) in acetic acid shows that compound (1) reacts 10" times faster than compound (2). Furthermore, solvolysis of (1) occurs with complete retention of configuration: the nucleophile occu- pies the same position on the one-carbon bridge as did the leaving -OSO,Ar group. LOSO,Ar OSO,Ar (1) (2)
Transcribed Image Text:A comparison of the rates of Sy1 solvolysis of the bicyclic compounds (1) and (2) in acetic acid shows that compound (1) reacts 10" times faster than compound (2). Furthermore, solvolysis of (1) occurs with complete retention of configuration: the nucleophile occu- pies the same position on the one-carbon bridge as did the leaving -OSO,Ar group. LOSO,Ar OSO,Ar (1) (2)
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