Solutions_Manual_for_Organic_Chemistry_6th_Ed 14

Solutions_Manual_for_Organic_Chemistry_6th_Ed 14 - 1-8...

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1-8 continued H H H (b) (c) (d) (e) \ + C=C- N=O / 1 1 H H :0: .. \ + C= C- N - O: .. / 1 11 H H :0: \ + + C-C= N - O: / 1 1 H H :0: major major minor These two forms have equivalent energy and are major because they have full octets, more bonds, and less charge separation than the minor contributor. + H - C = O - H .. H - C- O- H 1 + 1 H H major mmor (octets, more bonds) + + H - C=N=N: .. .- H - C - N N: 1 1 H H major (negative charge minor on electronegative atom) H-C-C N: .. H - C=C=N: 1 1 H H minor major (negative charge on electronegative atom) + + (f)
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