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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: coolnerd on January 10, 2011, 03:10:14 AM

Title: basicity order ques
Post by: coolnerd on January 10, 2011, 03:10:14 AM

Hey folks.
The orders given are stated in my book.I'm here to ask why.

basicity: p-methyl aniline>m-()>aniline>o-()
p exerts hyperconjugation and +I,m only +I ,but ortho exerts hyperconjugation and higher +I.
Shouldn't o-methyl aniline have high basicity?

basicity: aniline>m-nitro()>p-nitro()>o-nitro()
Why is o- at last?Shouldn't it move NH2 out of plane so that no -R takes place?

And is the ortho effect applicable to all substituents?Can you clear this for me?
Thank You.

Title: Re: basicity order ques
Post by: Jesse2024 on January 11, 2011, 07:29:06 AM

What do you mean when you write "m-()", "o-()"

Title: Re: basicity order ques
Post by: democanarchis on January 11, 2011, 09:07:19 AM

Quote from: Jesse2024 on January 11, 2011, 07:29:06 AM

What do you mean when you write "m-()", "o-()"

Ortho, Meta, Para I assume

Title: Re: basicity order ques
Post by: orgstudy on January 11, 2011, 10:24:56 AM

google said that it is effected by ortho effect but ortho effect should inc. basicity by making molicule non planar... like yo said ... i guess!!!!