# Are all organic molecules with odd-numbered electron count radicals?

This question was triggered by another question on this site, about molecules with a total number of 13 electrons.

I couldn't think of any (except the boring answer of $\ce{Al}$), and the answers to the question are all about radicals, instead of 'normal' molecules. So that got me thinking: are all organic molecules with an odd total electron count radicals or radical ions? If so, is there any fundamental reason for this?

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Some of them are even "worse": they are radical ions ;) On the other hand, some species with an even number of electrons aren't "normal" either: Think in carbenes or nitrenes ;) – Klaus Warzecha Feb 20 '14 at 6:55
Good point! I just edited it into the question. I'm really curious whether there is any fundamental reason for the lack (absence?!) of 'normal' molecules with an odd total number of electrons – Michiel Feb 20 '14 at 6:59
If you pair up all single electrons, you will always get an even number (any integer * 2 is even). If you don't, you will have an unpaired electron, and that's what a radical is. – Brian Feb 20 '14 at 9:39
@Brian mmm, good point. Didn't think of that, but makes perfect sense – Michiel Feb 20 '14 at 11:44
Are we counting organometallics? – matt_black Feb 21 '14 at 9:46