January 01, 2025, 11:29:30 AM
Forum Rules: Read This Before Posting


Topic: Acidity & Basicity  (Read 2292 times)

0 Members and 1 Guest are viewing this topic.

Offline blueblueblue

  • Regular Member
  • ***
  • Posts: 20
  • Mole Snacks: +0/-0
Acidity & Basicity
« on: November 14, 2010, 03:36:00 AM »
Hello & thanks for all your help again!

I need to come up with an explanation for why the first structure is a stronger base

It is because the resonance structure gives a positive charge on nitrogen, which makes nitrogen less likely to accept a proton.  The first structure has a fixed lone pair and can accept a proton better than the second structure with a positive charge.


In the next one I need to explain why hydrogen A is more acidic than hydrogen B

The conjugate base, after hydrogen A is deprotonated, which leaves a negative charge.  Since there is a double bond, this resonance structure delocalizes negative charge from oxygen to a greater degree.  This stabilizes the structure, which makes it more acidic.  However, hydrogen B is one step farther than hydrogen A and takes more electronic energy to donate a proton.

Do any of you have better ideas?  Or, can you help me improve my answers?

Thanks in advance for all of your time and help.

Offline macman104

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1644
  • Mole Snacks: +168/-26
  • Gender: Male
Re: Acidity & Basicity
« Reply #1 on: November 14, 2010, 10:27:59 AM »
Sounds good to me!  Those would be the reasons I give

Sponsored Links