ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7

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The preparation of alkyl esters of cis,cis-Δ9,12-octadecadienoic acid and cis,cis,cis-Δ9,12,15-octadecatrienoic acid. II.

Š. Kováč

Slovak Technical University, Bratislava

 

Abstract: The prepn. of alkoxyesters of IIIa and VIII by debromination of tetrabromostearic acid and hexabromostearic acid with Zn in monoalkyl ethers of glycols was described. The esters were evaluated by paper chromatography and their Rf values calcd. Phys. and chem. consts. and infrared absorption spectra are given. Because the absorption wave at 970 cm.-1 which is characteristic for unsaturated compds. with transconfiguration, was not present, it was estimated that the compds. are cis,cis-isomers or cis,cis,cis-isomers. Acid, alkoxy, n20D, and Rf of alkoxy esters of IIIa and VIII are: IIIa, CH2CH2OMe, 1.4715, 0.650; IIIa, CH2CH2OEt, 1.4695, 0.630; IIIa, CH2CH2OPr, 1.4692, 0.620; IIIa, CH2CH2OBu, 1.4689, 0.500; IIIa, (CH2CH2O)2Me, 1.4684, 0.840; IIIa, (CH2CH2O)2Et, 1.4683, 0.800, IIIa, (CH2CH2O)2Pr, 1.4657, 0.710; IIIa, (CH2CH2O)2Bu, 1.4654, 0.690; VIII, CH2CH2OEt, 1.4720, 0.640; IIIa, (CH2CH2O)2CH2CH2OH, 1.5213, -.

Full paper in Portable Document Format: 161-2a89.pdf (in Slovak)

 

Chemical Papers 16 (1-2) 89–95 (1962)

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