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Reaction of long chain triol acids with hydrogen bromide
Author(s) -
Charles D.,
Mustafa J.,
Osman S. M.
Publication year - 1990
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02540774
Subject(s) - stearic acid , hydrogen bromide , chemistry , triol , long chain , bromide , hydrogen , organic chemistry , medicinal chemistry , bromine , diol , polymer science
The reaction of hydrogen bromide (HBr) with long chain triol acids has been investigated in some detail. The 9, 10, 12‐trihydroxy stearic acid (I) on treatment with HBr yielded three products, namely 9(10)‐bromo‐10(9)‐hydroxy‐12‐bromo (III), 9(10)‐bromo‐10(9)acetoxy‐12‐bromo (IV) and 9,10‐dibromo‐12‐hydroxy (V) stearic acids. When 9,12,13‐trihydroxy stearic acid (II) was subjected to the same reaction under similar conditions, 12,13‐dibromo‐9‐hydroxy (VI), 12(13)‐bromo‐13(12) acetoxy‐9‐bromo (VII) stearic acids were obtained. The structure of these products were established on the basis of their elemental values, spectral data and chemical evidence.