April 25, 2024, 07:13:05 PM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Which reacts faster?  (Read 2281 times)

0 Members and 1 Guest are viewing this topic.

Offline xoggyux

  • Regular Member
  • ***
  • Posts: 31
  • Mole Snacks: +1/-0
Which reacts faster?
« on: February 27, 2010, 12:22:04 PM »
Which reacts faster under H3PO4/aqueous condutions?
1-phenyl-1-propanol or 1-cyclohexyl-1-propanol.

From a look, it seems that the phenyl ring can stabilize the carbonation intermediate therefore react faster, but I am not 100% sure :(.
Help?
Thanks.
Logged

Offline Arctic-Nation

  • Chemist
  • Full Member
  • *
  • Posts: 265
  • Mole Snacks: +33/-9
Re: Which reacts faster?
« Reply #1 on: February 27, 2010, 02:50:59 PM »
Both intermediates formed are secondary carbocations, but one of them is also benzylic. Conjugation is a very powerful stabilization force, so the phenylpropanol will react faster.
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links