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Chlorination of linoleic acid

✍ Scribed by A.Bruce McKague; Douglas W. Reeve

Publisher: Elsevier Science
Year: 1991
Tongue: English
Weight: 378 KB
Volume: 58
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(91)90094-r

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✦ Synopsis

Aqueous chlorination of linoleic acid gave a mixture of tetrachtorostearic acid. trichlorohydroxystearic acid and dichlorohydrins of linoleic acid in relative percentages of 49%. 38".i, and 13"/,, respectively. Treatment of Ihre,-~i.~-ci.s-9.10.12. [ 3-diepoxystcaric acid with HCI gave a mixture of tetrahydrofuranyl ethers and dichlorohydrins in relative percentages of 24% and 76%,. A separate synthesis of trichlorohydroxystearic acid is described. Products were identified by infrared spectrometry (]R). nuclear magnclic resonancc spectroscopy (NMR) and negative methane chemical ionization mass spectromctr~ (NCI). Chlorohydrms wcrc confirmed by their conversion to epoxides by NaOH Kevword~: linoleic acid: chlorination: chlorohydrins.

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