What yield of different products will I obtain upon ozonolysis of o-methyl toluene?

position 1 position 2

Assuming 2 moles of the compound to react(each with different positions of double bonds), I get the possible products from 2 moles of o-methyl toluene:

  1. Methyl glyoxal- 2 moles
  2. Dimethyl glyoxal- 1 mole
  3. Glyoxal- 3 moles

Different contributing stuctures of the benzene ring are generating different sets of products(obviously). The methyl groups are either together or on separate molecules altogether.

I wonder if all possible products will be generated equally(same as molar ratio), or for some reason the yield of certain products will be favoured over others.

Thank you for your time.

  • 1
    $\begingroup$ I guess some products will be favored, but it is not easy to tell which exactly. $\endgroup$ – Ivan Neretin Feb 8 at 15:34
  • $\begingroup$ What work up are you doing on the reaction mixture? The standard Me2S to give carbonyl compounds? $\endgroup$ – Waylander Feb 8 at 15:35
  • $\begingroup$ @Waylander Yes, reductive workup. So $Me_2S$ or $Zn/H_2O$ $\endgroup$ – William R. Ebenezer Feb 8 at 16:13
  • $\begingroup$ @IvanNeretin Has it not been tried experimentally even once? $\endgroup$ – William R. Ebenezer Feb 8 at 16:20
  • $\begingroup$ I dunno. Maybe it was, maybe it wasn't. Ozonolysis is a dirty job. $\endgroup$ – Ivan Neretin Feb 8 at 17:59

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