Ch18 Amines(pdf) - KFUPM Open Courseware

Geometry at NCompare geometry at N of methylamine, aniline,and formamide.HH sp 3Hsp 2C NH 2CONH 2HPyramidal geometry at sp 3 -hybridized N inmethylamine.Planar geometry at sp 2 -hybridized N informamide.Compare geometry at N of methylamine, aniline,and formamide.sp 3Geometry at Nsp 2Pyramidal geometry at sp 3 -hybridized N inmethylamine.Planar geometry at sp 2 -hybridized N informamide.Geometry at NGeometry at N in aniline is pyramidal; closer tomethylamine than to formamide.Geometry at NHybridization of N in aniline lies between sp 3 and sp 2 .Lone pair of N can be delocalized into ring best if N issp 2 and lone pair is in a p orbital.Lone pair bound most strongly by N if pair is in an sp 3orbital of N, rather than p.Actual hybridization is a compromise that maximizesbinding of lone pair.142.5°142.5°