Glycol-cleavage Oxidation by Lead Tetraacetate

Mechanism of Glycol-cleavage Oxidation by Lead Tetraacetate 

In studying the oxidation of saturated alcohols in cold acetic acid by lead tetraacetate, Criegee18 discovered that only those alcohols which con- 

Although carbinols were found not to be oxidized by lead tetraacetate in acetic acid, they were attacked in less polar solvents, and glycol-cleavage was also more rapid in these solvents23 for example, the rate of oxidation of trans-l, 2-cyclohexanediol in tetrachloroethane was 5,000 times that in acetic acid. The kinetics was no longer true second-order in the media of low polarity, but approached this state as the concentration of acetic acid 

Gladding, and Purves31 pointed out that a specific group of prop- 

The oxidation step has been represented10 32 as a transfer of an electron pair from oxygen to PbIV, with formation of lead diacetate and acetoxy anion, as follows. 

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II. Mechanism of Glycol-cleavage Oxidation by Lead Tetraacetate. 11... 

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