Oxidation by chromium trioxide

Tertiary Af-alkyl-Al,(V-bis(2-fluoro-2,2-dinitroethyl)atnines containing 77-methylene or A -methyl groups are oxidized by chromium trioxide in acetic acid to Af,Al-bis(2-fluoro-2,2-dimtroethyl)formamides [ 5] (equation 82)... 

Cyclooctanol, oxidation by chromium trioxide to cyclooctanone, 48, 29 Cyclooctanone, 46, 28... 

Tribromo-m-cresol is oxidized by chromium trioxide in 70% acetic acid at 70-75 °C within 10 min to dibromo-m-toluquinone (3,5-dibromo-2-methyl-p-benzophenone) in 77% yield [559]. 2-BVomo-4-hy-droxy-5-methoxybenzyl alcohol treated with Fremy salt at pH 6 at room temperature for 1 h gives an 84% yield of 2-bromo-5-methoxy -benzo-quinone [487]. 4-Benzyl-2,6-dibromophenol, on oxidation with bromine in a sealed tube, yields 2,6-dibromophenylchinomethide [732] (equation 312). The oxidation of 2,5-di-tert-butyl-4-methoxyphenol with mercuric oxide or... 

On treatment with periodate, the third ozonolysis product, 3-methyloctane-l,7,8-triol(32), yielded formaldehyde [(21)] and 5-methyl-7-hydroxyheptanal (33). The hydroxyaldehyde 33 was oxidized by chromium trioxide to 3-methylpimelic acid (34). Schmidt degradation of the latter gave carbon dioxide [C(14) and C(20)] and l,5-diamino-2-methylpentane (35) (isolated as dipicrate). Kuhn-Roth oxidation of octanetriol (32) yielded one equivalent of acetic acid [C(16) and 16-methyl]. 

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