Sodium Tungstate Dihydrate-IV

b) Cleavage of double bonds (to carboxylic acids, aldehydes or ketones)

A convenient and efficient method for converting cyclohexene into adipic acid has been reported. This protocol represents a new and green viewpoint for the synthesis of adipic acid, since this approach replaces usual hazardous oxidizing agents, such as nitric acid, for an environmentally benign one, aqueous hydrogen peroxide. When a mixture of cyclohexene, hydrogen peroxide, sodium tungstate dihydrate and [CH3(n-C8H17)3N]HSO4 as PTC is kept at 75ºC to 90 ºC for 8 hours, adipic acid is obtained in 93% yield. Adipic acid is an importantchemical, whose production is necessary for the manufacture of nylon-6,6. This procedure is equally applicable to the oxidation of substituted cyclohexenes. Moreover, the oxidation cyclopentene produced crystalline glutaric acid in 90% yield.


 

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