January 04, 2025, 03:39:16 AM
Forum Rules: Read This Before Posting


Topic: Acid strenth of aromatic organic molecules with different groups attached  (Read 3136 times)

0 Members and 1 Guest are viewing this topic.

Offline Mikel

  • Very New Member
  • *
  • Posts: 1
  • Mole Snacks: +0/-0
CH3CH2CH2CH2OH

A benzene ring with an OH group attached on the top and a NO2 group attached at the bottom.


A benzene ring with an OH group attached on the top and a CH3 group attached at the bottom.


A benzene ring with an OH group attached on the top


And my question is, how do you determine the compounds in order of decreasing acid strength?

Offline sjb

  • Global Moderator
  • Sr. Member
  • ***
  • Posts: 3653
  • Mole Snacks: +222/-42
  • Gender: Male
Look to see if there are any stabilising (or destabilising) influences, typically resonance forms that may affect both the alcohol, and the deprotonated form. Is a nitro group electron-donating, or withdrawing? What about a methyl group?

Sponsored Links