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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: sidharth on February 11, 2010, 11:00:29 PM

Title: Which has greater -I effect -N(CH3)3 or -NH3
Post by: sidharth on February 11, 2010, 11:00:29 PM

Which has greater -I effect  -N(CH3)3 or -NH3 ?

If you think about the +I effect of ch3 then the answer would be -N(CH3)3 has  less  -I effect than   -NH3 .
How would explain this phenomenon?

thanks!

Title: Re: Which has greater -I effect -N(CH3)3 or -NH3
Post by: lutesium on February 12, 2010, 08:20:37 AM

Quote from: sidharth on February 11, 2010, 11:00:29 PM

Which has greater -I effect  -N(CH3)3 or -NH3 ?

If you think about the +I effect of ch3 then the answer would be -N(CH3)3 has  less  -I effect than   -NH3 .

If you mean ED (Electron Donating) by +I and EW (Electron Withdrawing) by -I your answer is true!!!
If you want an explanation for this fact here he is:
Hydrogen is less ED or +I  than the Methyl Group. Therefore replacing he three Hydrogens with a Methyl Group (Forming triMethyl Amine) enchances the Basicity of the Nitrogen Atom becoming more ED thus more +I who also means less -I effect!!!


Lutesium