hello,
can someone please explain to me the order of the basicity of the following compounds:
ortho methyl aniline
meta methyl aniline
para methyl aniline
if we make the conjugate acids we'll find that ortho is the most stabilized by inductive effect of methyl (as it is closest to the anilium ion) and then meta and para, so, acc to this logic ortho should be the most basic but it is actually the other way round.
why is this logic wrong???
11the order will be
para methyl aniline>meta methyl aniline>ortho methyl aniline.
see the all ortho substituted annilines are least basic.The steric effect destabilizes the cation making amine a weaker base.
(This is actually something called ortho effect ).
para - +I and hyperconjugation.
meta - only + I.
ortho - reason mentioned above.
Anonymous Will +I effectively work for parade?Anonymous Will +I effectively work for para?
1well,cipher the reason u hv mentioned affects the acidity of the three. thus the acidic order is what u hv given as the basic order. so,this logic is obviously wrong.
the basicity order will thus be just opposite than that of acidity one.
