10+ Year Member
Jun 23, 2008
Status (Visible)
  1. Pharmacist
1. Which is more stable, (Ch3)3C+ or (CH3)2(CF3)C+? Why?

2. Which C4H10O isomer do you expect to have the higher boiling point, CH3CH2OCH2CH3 or CH3CH2CH2CH2OH? Why?


10+ Year Member
May 12, 2008
Status (Visible)
  1. Pharmacist
1. (CH3)3C+ is more stable than (CH3)2(CF3)C+. CF3 groups are EWG (electron withdrawing groups). The CH3 groups are EDG (electron donating groups) which help stabilize the carbocation. Electrons are negative which make the carbocation less positive, thus stabilizing it. If you have EWG's instead, you lose that donation of electrons to stabilize the carbocation.

2. Go to the link to find the answer:
About the Ads
This thread is more than 12 years old.

Your message may be considered spam for the following reasons:

  1. Your new thread title is very short, and likely is unhelpful.
  2. Your reply is very short and likely does not add anything to the thread.
  3. Your reply is very long and likely does not add anything to the thread.
  4. It is very likely that it does not need any further discussion and thus bumping it serves no purpose.
  5. Your message is mostly quotes or spoilers.
  6. Your reply has occurred very quickly after a previous reply and likely does not add anything to the thread.
  7. This thread is locked.