A. The Two Commandments: What Not To Do! When drawing arrows between resonance structures, DON'T break the Two Commandments (section 2.3 Klein): 1. Thou shalt not break a single bond when drawing resonance structures. 2. Thou shalt not exceed an octet for second-row elements. That doesn't mean you can't have less than an octet, which leads to the King Corollaries: 14 Corollary 1: It is okay to have carbon without an octet in a resonance structure, but never draw O, N, or the halogens without an octet. Corollary 2: Never draw a resonance structure with a 2+ or a 2- charge

Chemistry & Chemical Reactivity
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Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
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Chapter8: Bonding And Molecular Structure
Section: Chapter Questions
Problem 37PS: The chemistry of the nitrite ion and HNO2: (a) Two resonance structures are possible for NO2. Draw...
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A. The Two Commandments: What Not To Do!
When drawing arrows between resonance structures, DON'T break the Two
Commandments (section 2.3 Klein):
1. Thou shalt not break a single bond when drawing resonance structures.
2. Thou shalt not exceed an octet for second-row elements.
That doesn't mean you can't have less than an octet, which leads to the King
Corollaries:
14
Corollary 1: It is okay to have carbon without an octet in a resonance structure, but
never draw O, N, or the halogens without an octet.
Corollary 2: Never draw a resonance structure with a 2+ or a 2- charge
Transcribed Image Text:A. The Two Commandments: What Not To Do! When drawing arrows between resonance structures, DON'T break the Two Commandments (section 2.3 Klein): 1. Thou shalt not break a single bond when drawing resonance structures. 2. Thou shalt not exceed an octet for second-row elements. That doesn't mean you can't have less than an octet, which leads to the King Corollaries: 14 Corollary 1: It is okay to have carbon without an octet in a resonance structure, but never draw O, N, or the halogens without an octet. Corollary 2: Never draw a resonance structure with a 2+ or a 2- charge
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