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Question

H2¨CNN: H2C=N=¨N: H2C¨N=¨N:
(A) (B) (C)
Consider structural formulas A,B and C:
(A) Are A,B and C constitutional isomers, or are they resonance forms?
(B) Which structures have a negatively charged carbon?
(C) Which structures have a positively charged carbon?
(D) Which structures have a positively charged nitrogen?
(E) Which structures have a negatively charged nitrogen?
(F) What is the net charge on each structure?
(G) Which is a more stable structure, A or B and why?
(H) Which is a more stable structure, B or C and why?

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Solution

A) They are resonance forms
B) structure A,
C) structure C,
D) structure A,
E) structure C,
F) zero
G) B is more stable because it is neutral
H) B is more stable because it is neutral.

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