[orgo814]

I am trying to draw the most stable conformation of chloromethylamine. I'm having issues drawing this in the form of a Newman protection. Maybe I'm wrong but I believe the lone pair on N would be anti to the C-Cl in the projection due to orbital interactions but is this correct?

Thanks

[Kate]

Hi.

To do a Newman projection you need at least 2 carbons that will be represented at the center of the projection. Chloromethylamine only has 1 carbon atom. Unless you want to put the nitrogen atom at the center of the projection, but I've never seen it done like that.

[clarkstill]

I don't think it's necessary that both atoms be carbon for a Newman projection - not sure I've seen them with nitrogen before but certainly with sulfur for some chiral auxiliaries.

Butler - you are correct about the arrangement, see attached.

[Kate]

Ah ok. Never seen any projection with atoms other than carbon at the center, so I thought that was a requirement. Thanks for the correction.