Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
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Chapter 2, Problem 7EQ
One structure for the acetoxonium ion is
Clearly, the receptor is the positively charged
structure (4) is obtained in which the oxygen possesses a formal positive charge but, in addition, both the oxygen and the carbon atom lack a stable octet. This structure will be very unstable. Structure (4), despite the fact that it can be generated by properly pushing electrons, is not included in the resonance hybrid for the acetoxonium ion. If, on the other hand, the unshared electrons on the oxygen are pushed, a more acceptable structure is obtained, namely,
In structure (5) the oxygen atom possesses a formal positive charge, and both the carbon and the oxygen atom have a stable octet. Structure (5) is included in the resonance hybrid.
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Chapter 2 Solutions
Pushing Electrons
Ch. 2 - One Lewis structure for the 2-butenyl cation is...Ch. 2 - Prob. 2EQCh. 2 - One structure for the conjugate acid of acetone...Ch. 2 - Similarly, a resonance structure for the conjugate...Ch. 2 - Prob. 5EQCh. 2 - Pairs of unshared electrons can be pushed. One...Ch. 2 - One structure for the acetoxonium ion is Clearly,...Ch. 2 - Prob. 8EQCh. 2 - There are no important resonance structures for...Ch. 2 - Prob. 10EQ
Ch. 2 - Prob. 11EQCh. 2 - Prob. 12EQCh. 2 - Prob. 13EQCh. 2 - Prob. 14EQCh. 2 - Prob. 15EQCh. 2 - Prob. 16EQCh. 2 - Prob. 17EQCh. 2 - The cyclohexane carboxylate anion has a Lewis...Ch. 2 - One Lewis structure for the enolate anion of...Ch. 2 - Prob. 20EQCh. 2 - Prob. 21EQCh. 2 - Prob. 22EQCh. 2 - Prob. 23EQCh. 2 - Prob. 24EQCh. 2 - Prob. 25EQCh. 2 - Prob. 26EQCh. 2 - Prob. 27EQCh. 2 - Prob. 28EQ
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