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Properties of -COOR functional group?

  1. Mar 22, 2015 #1

    kay

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    By properties I mean the +I or -I effect as compared to other functional groups along with whether it induces a +R or -R effect?
     
  2. jcsd
  3. Mar 22, 2015 #2
    COOR is an electron withdrawing group. But I don't think it shows resonance due to O-R bond.
    It is a weaker +I group than COOH and SO3H
     
  4. Mar 22, 2015 #3

    kay

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    Thank you. :D
     
  5. Mar 24, 2015 #4
    I think I was taught COOR was a meta-directing group in electrophylic substitutions on Ar-COOR; and alpha-beta unsaturated esters do undergo addition in beta.
    So in theory it does have a 'resonance' effect. Not because of the O-R bond, but because of the C=O bond.
     
  6. Mar 26, 2015 #5

    kay

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    Thank you. :)
     
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