The N.M.R. spectra of the cis octadecenoic (A2-A17), octadecynoic (A2-A 5, AlΒ°), and dodecynoic (A s\_ A ll) acids have been recorded. Those with unsaturation near the centre of the molecule cannot be distinguished from one another but the four isomers with unsaturation closest to the carboxyl group
Fatty acids. Part 23 Nuclear magnetic resonance spectra of some octadecadiynoic acids and of some methyl cis, cis- and trans, trans- octadecadienoates
β Scribed by F.D. Gunstone; M. Lie Ken Jie; R.T. Wall
- Publisher
- Elsevier Science
- Year
- 1969
- Tongue
- English
- Weight
- 283 KB
- Volume
- 3
- Category
- Article
- ISSN
- 0009-3084
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β¦ Synopsis
The NMR spectra of a number of octadecadiynoic acids and of the derived cis, cis-and trans, trans-octadecadienoates have been studied using a 100 MHz instrument. Characteristic spectral features associated with the number of methylene groups between the two unsaturated centres are described. In diunsaturated acids and esters of the general formula CHa.(CH2)p.X.(CH2)n.X.(CH2)r.COOR where X represents the unsaturated centre, those compounds can be differentiated by their NMR spectra in which p 0--2 and/or r = 0 3 and/or n = 0 or 1 or (diynes only) 2 or 3. * Part 22, Lipids, 4 (1969).
π SIMILAR VOLUMES
Eight isomeric methyl cis, cis-octadecadienoates (5,12; 6,12; 7,12; 6,11 ; 8,12; 6,10; 9,12; and 6,9) have been converted to dicyclopropane esters. The GLC behaviour, NMR spectra, and mass spectra of the dimethyleneoctadecanoates are discussed.
The chromatographic properties of the cis and trans methyl octadecenoates and of some C12 and Cls acetylenic esters on thin layers of silica impregnated with silver nitrate and on some GLC systems are reported. The possibility of identification and separation of these isomers is discussed.
The methoxymercuration-demercuration reactions of all the methyl cis-undecenoates are reported. Oxymercuration reaction of acetylenic esters gives keto-and hydroxy-esters when demercurated with hydrochloric acid and sodium borohydride respectively. Similar reactions are carried out with methyl octad