April 19, 2024, 08:12:08 AM
Forum Rules: Read This Before Posting


Topic: Nucleophilic substitutions - Whats the mechanism here?  (Read 1449 times)

0 Members and 1 Guest are viewing this topic.

Offline CrimpJiggler

  • Full Member
  • ****
  • Posts: 113
  • Mole Snacks: +5/-3
Nucleophilic substitutions - Whats the mechanism here?
« on: March 02, 2014, 03:14:26 AM »
One of the types of reactions I'm doing in college are nucleophilic substitution on polyfluorinated benzene rings with 2 electron withdrawing substitutions and how I'm doing it is by adding lithium to an alcohol to convert it into a nucleophilic alkoxide ion, the idea being that the oxygen atom will displace one of the fluorine atoms. The reaction works great (proceeds at room temp., takes ~30 min, excellent yields). I'm just wondering what the mechanism is. The wiki page lists 6 types of nucleophilic substitutions but I don't know which category my reaction falls into.

Offline zsinger

  • Full Member
  • ****
  • Posts: 374
  • Mole Snacks: +18/-60
  • Gender: Male
  • Graduate Chemist
Re: Nucleophilic substitutions - Whats the mechanism here?
« Reply #1 on: March 02, 2014, 10:21:46 PM »
I would guess Nucleophilic Aromatic Substitution.  O- is the Nucleophile and poly-flourinated (i-E activated) ring is the electrophile…..
                -Z
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"

Sponsored Links