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Partial Bond Fixation in Naphthalene

  1. Sep 30, 2015 #1

    Titan97

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    From the resonance structures of Naphthalene, 1-2 Bond has more double Bond character than 2-3 Bond.

    In March's Advanced organic chemistry, its given that ozone preferentially reacts with 1-2 Bond. But the reaction is not given. Is this a normal ozonolysis reaction in which the 1-2 Bond is broken and replaced with a carbonyl group? (Like the reaction of ethene with ozone to form formaldehyde)
    IMG_20151001_101149_539.JPG
     
  2. jcsd
  3. Oct 1, 2015 #2

    Bystander

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  4. Oct 1, 2015 #3

    Titan97

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    So ozone reacted with 1-2 and 3-4 Bond. So is the reaction specified by the author wrong?
    If a simple electrophile was used, then there will be substitution reaction at position 1.
     
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