Abstract
Acetylenic hydrocarbons react with molecular oxygen at temperatures of 70–120°C both by attack at the CH bonds in α-position to the triple bond (formation of acetylenic hydroperoxides) and by attack at the CC triple bond (or the corresponding ketocarbenes) are very instable intermediates which react either under H-shift to α,β-unsaturated ketones or under alkyl- or aryl-shift to ketenes. Further oxidation of the α-diketones proceeds easily corresponding to a free radical chain mechanism with acyl radicals as chain carriers, and gives the corresponding carboxylic acid anhydrides as final products.
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