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Pinitol and quebrachitol esters of linseed fatty acids
Author(s) -
Rheineck A. E.,
Brice R. M.
Publication year - 1954
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/bf02639164
Subject(s) - library science , citation , linseed oil , operations research , chemistry , engineering , computer science , food science
T H E drying properties of f a t t y acid esters of the cyclic polyols, inositol, quebrachitol, and pinitol, have been investigated only to a very limited extent. Van Alphen (1) p repared linseed esters of quebrachitol, and Bolley (2) investigated inositol esters. Gibbons and Gordon (3) prepared varnishes f rom inositol-linseed fa t ty acid esters without studying the film properties of the intermediate oils. No l i terature references to drying oil esters of pinitol were found. As par t of a program of investigation of the properties and uses of esters prepared from various polyols, it seemed timely to investigate oils which might be obtained when the cyclitols, pinitol, and quebrachitol were esterified with linseed fa t ty acids. Fo r comparative purposes, similar esters of mono-, di-, and tr i-pentaerythri tol , glycerol, erythritol, and inositol were prepared and evaluated. The quebrachitol used in this work was obtained from the rubber latex serum. Methods for recovery of this cyelitol are described by Van Alphen (1) and by H a r t (5). Recently Anderson (4) reported his investigation of the recovery of pinitol f rom western sugar pine stumps. He prepared only such derivatives of pinitel as were necessary to identify its structure. Pinitol and quebrachitol are isomeric derivatives of inositol, pinitol being the mono-ethyl ether of a d-inositol and quebrachitol being the mono-methyl ether of 1-inositol. The s tructures of these three cyclitols as proposed by Angyal and MacDonald (6) are shown in Figure 1. The pinitol 4 as received, yielded a linseed ester with a Gardner color of 7. This was considered satisfactory. The meso form of inositol ~ was used in this work. I t was a purified product considered satisfactory without fu r the r treatment.