December 23, 2024, 08:13:30 AM
Forum Rules: Read This Before Posting


Topic: Why is aminobenzene less basic than cyclohexylamine?  (Read 3229 times)

0 Members and 1 Guest are viewing this topic.

Offline derek0o0

  • Regular Member
  • ***
  • Posts: 48
  • Mole Snacks: +0/-0
Why is aminobenzene less basic than cyclohexylamine?
« on: February 12, 2009, 03:05:33 PM »
Why is aminobenzene less basic than cyclohexylamine?
It must be soemthing do with the benzene ring which the electrons are delocalised into it
But how can I explain this?

Offline macman104

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1644
  • Mole Snacks: +168/-26
  • Gender: Male
Re: Why is aminobenzene less basic than cyclohexylamine?
« Reply #1 on: February 12, 2009, 03:52:31 PM »
That is exactly why.  The lone pair, which the nitrogen uses to attract a proton is delocalized into the ring system.  It has less "lone-pair character" you might say, so it behaves less like a base.

Side note, I'm gonna move this over to organic chem

Sponsored Links