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Organic Chemistry Leaving groups

  1. Feb 27, 2012 #1
    which is the best leaving group?
    Cl- enolate NR3

    I couldn't figure out how to draw the enolate here, but it is a basic 3 carbon one.
    I believe the answer is Cl because resonance on the enolate will disperse the neg. charge. Am I on the right track or is there a factor I am missing?
  2. jcsd
  3. Mar 5, 2012 #2
    strong acid=> weak conjugate base(it is leaving group)=>good leaving group.
    I don't know enolate looks like but out of other two Cl is best since it's acid(HCl) is stronger acid than that of NR3(that's NR3H)
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