Structure of C2H3N  [ENDORSED]

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Alexander Peter 1F
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Joined: Wed Jun 28, 2017 3:00 am

Structure of C2H3N

Postby Alexander Peter 1F » Thu Nov 09, 2017 4:06 pm

When I attempted to draw this, I put two double bonds on a C, so it looked like C=C=N for that part of the structure. I was told a triple bond between the C and N would be preferred, removing the double bond between the C's. Is this a general rule that an atom doesn't want multiple double bonds to other atoms, or is this just a specific situation for this molecule?

Ashley Chipoletti 1I
Posts: 20
Joined: Fri Sep 29, 2017 7:04 am

Re: Structure of C2H3N

Postby Ashley Chipoletti 1I » Thu Nov 09, 2017 4:21 pm

The lewis structure with 3 bonds between C and N is preferred because of formal charge. If were two bonds between C and C, the carbon on the end would have more than an octet. The formal charge of Nitrogen is 0 because it has 3 bonds and one lone pair.

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Joined: Thu Jul 27, 2017 3:00 am

Re: Structure of C2H3N  [ENDORSED]

Postby Kyung_Jin_Kim_1H » Sat Nov 11, 2017 1:35 am

As for your double bond question, the only time I can think of where you wouldn't want adjacent double bonds is for carbon rings (because that would result in more than an octet for the carbon atoms involved).

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