Portal de Periódicos da CAPES

Organic reactions in strong alkalis—IV

1960; Elsevier BV; Volume: 9; Issue: 3-4 Linguagem: Inglês

10.1016/0040-4020(60)80014-2

1464-5416

R.A. Dytham, B. C. L. Weedon,

Oxidative Organic Chemistry Reactions

On treatment with strong alkalis, 9,10-dihydroxystearic acid, and the corresponding hydroxy-keto and diketo acids, give α-octyl-α-hydroxysebacic acid in high yield by a benzilic acid type of rearrangement. Under more vigorous conditions 9-oxoheptadecanoic acid is formed, which then hydrolyzes to give octanoic, nonanoic and azelaic acids as the main products. 10,11-Dihydroxyundecanoic, 9,10,12-trihydroxyoctadecanoic and aleuritic acids undergo analogous fission reactions on alkali fusion.