1. Limited time only! Sign up for a free 30min personal tutor trial with Chegg Tutors
    Dismiss Notice
Dismiss Notice
Join Physics Forums Today!
The friendliest, high quality science and math community on the planet! Everyone who loves science is here!

Homework Help: Organic chemistry SN1 reaction's

  1. Oct 22, 2008 #1
    1. The problem statement, all variables and given/known data

    Find the major organic product B of http://www.webassign.net/userimages/kasandbe/CH221_ssii_02/CH221_exam2_ssii_02_7a.gif

    (with ethanol at 0 degrees Celsius)
    2. Relevant equations

    3. The attempt at a solution

    I thought that since it is a SN1 reaction the -OTs would be the LG and that -OCH2CH3 would connect to the carbon it was on and form a racemic mixture but this isn't the right answer can anyone clear this up I seem to be confused? Thanks.
  2. jcsd
  3. Oct 23, 2008 #2


    User Avatar
    Science Advisor
    Homework Helper
    Gold Member

    That's certainly possible but only as a minor product. You will note that in this SN1 reaction, OTs- is indeed the leaving group. Study the carbonium ion that results. It is a secondary carbonium ion next to a 3o carbon and a 1o carbon. What might happen?
Share this great discussion with others via Reddit, Google+, Twitter, or Facebook