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Discussion in 'DAT Discussions' started by skyisblue, Apr 30, 2007.

  1. skyisblue

    skyisblue 2+ Year Member

    Dec 25, 2006
    Is tosylate the same thing as toluenesulfonate?

    If it is, what is the structure of it?
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  3. Lonely Sol

    Lonely Sol cowgoesmoo fan! 10+ Year Member

    Dec 13, 2005
    Atlanta, GA
    This is the structure and yes, it is the the both tosylate and toluenesolfate is the same thing.

    Attached Files:

  4. jdmsamurai

    jdmsamurai 2+ Year Member

    Feb 11, 2007
    makes OH a good leaving group...hmmm
  5. lor

    lor 2+ Year Member

    Nov 27, 2006
    in case of alcohols:
    OH is a BAD BAD BAD leaving group, there are two ways to make it a good leaving group:
    A) through SN1: protonate it then becomes water and water is a good leaving group, whay SN1, because you probabely have a 3 carbon
    B) through SN2: convert the alcohol to tosylate using tosyl chloride,now you have an excellent leaving group, why SN2: always look at the carbon attached to the leaving this case you most likely have a secondary carbon
    hpe this helps

    good luck to you!

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