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Studies on the oxidation of isomeric 6-octadecenoic acids. Characterisation of 6(7)-hydroxy-7(6) ketostearic acids

✍ Scribed by M. O. Farooq; S. M. Osman

Book ID
104586098
Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
405 KB
Volume
78
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

Oxidation of petroselinic or petroselaidic acid with neutral potassium permanganate gave mainly a mixture of two structurally isomeric hydroxy‐ketoacids, characterised as 7‐hydroxy‐6‐ketostearic acid, m.p. 77.5‐78.5 and 6‐hydroxy‐7‐ketostearic acid, m.p. 74.5‐75.0°. Lead tetraacetate is shown here to be an effective cleavage reagent for 1,2‐ketols and 1,2‐diketones. The oxidation of the cis‐ and trans‐6‐octadecenoic acids with hydrogen peroxide with and without catalyst (OsO~4~) has been studied. The cis‐hydroxylation of petroselinic and petroselaidic acids is also described.

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Studies on the hypohalogenation of isome
Studies on the hypohalogenation of isomeric 6,7-octadecenoic acids: Petroselinic and petroselaidic acids
✍ M. O. Farooq; S. M. Osman; M. Saleem Siddiqui 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 370 KB

## Abstract The 6(7)‐chloro‐7(6)‐hydroxystearic acids of petroselinic and petroselaidic acids have been successfully prepared by the action of hypochlorous acid on the parent acids and by the hydrochlorination of their corresponding epoxides. The chlorohydrins on dehydrohalogenation furnished the o