February 02, 2023, 10:05:35 AM
Forum Rules: Read This Before Posting


Topic: basicity order ques  (Read 2539 times)

0 Members and 1 Guest are viewing this topic.

Offline coolnerd

  • New Member
  • **
  • Posts: 4
  • Mole Snacks: +0/-0
basicity order ques
« 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.

Offline Jesse2024

  • Regular Member
  • ***
  • Posts: 12
  • Mole Snacks: +2/-1
Re: basicity order ques
« Reply #1 on: January 11, 2011, 07:29:06 AM »
What do you mean when you write "m-()", "o-()"

Offline democanarchis

  • Regular Member
  • ***
  • Posts: 72
  • Mole Snacks: +9/-0
Re: basicity order ques
« Reply #2 on: January 11, 2011, 09:07:19 AM »
What do you mean when you write "m-()", "o-()"

Ortho, Meta, Para I assume

Offline orgstudy

  • Regular Member
  • ***
  • Posts: 69
  • Mole Snacks: +2/-2
  • Gender: Male
Re: basicity order ques
« Reply #3 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!!!!
Chemistry is a subject in which even the Professor can get confused at any time.

Sponsored Links