Octadienoic acid

Possible pheromone components have been identified for a single species, Orius insidiosus. In a preliminary study, males were attracted to females, and ( )-2,7-octadienal, ( )-2,7-octadienoic acid, and ( )-2,9-decadienal were reported as female-specific compounds [133]. In a followup study, males were attracted in low numbers to a 3 10 blend of ( )-2,7-octadienal and ( )-2-octenal [134]. There is also preliminary evidence for a female-produced pheromone from Orius sauteri [135],... 

When alkadienoic acids were hydrogenated with [RhCl(PPh3)3] or [RhCl P(p-tolyl)3 3] catalysts an unusual effect of water was observed [65]. In dry benzene, hydrogenation of 3,8-nonadienoic acid afforded mostly 3-nonenoic acid. In sharp contrast, when a benzene-water 1 1 mixture was used for the same reaction the major product was 8-nonenoic acid with only a few % of 3-nonenoic acid formed. Similar sharp changes in the selectivity of hydrogenations upon addition of an aqueous phase were observed with other alkadienoic acids (e.g.3,6-octadienoic acid) as well. 

Chuman, T., H. Kaneko, T. Euku-zumi, and M. Noguchi. Isolation of two terpenoid acids, 4-isopropyl-7-methyl-5E, 7-octadienoic acid and 3-isopropyl-6-methyl - 4E, 6 - methyl -4E, 6 -heptadieonoic acid from Turkish tobacco. Agr Biol Chem 1974 38 2295. 

C13H22O2, Mr 210.32 is a mixture of isomers, bpo kPa 102 °C, ng 1.4626, a colorless to pale yellow liquid with rosy, spicy, fruity, and woody odor. For its preparation 3,6-dimethyl-6-hepten-2-one and 7-methyl-6-octen-3-one are treated with ethyl diethylphosphoryl acetate to give a mixture of octadienoic acid esters. Cyclization with sulfuric/formic acid yields the title compounds as a mixture with isomers [134]. With its complex odor picture it is used in fine fragrances for shading. 

OCTADIENOIC ACID, 3,7-DIMETHYL-, ISOPENTYL ESTER, (E)- see IHSlOO... 

Figure 5.1a (Continued) octadiene-3,6-diol) (11) hydroxycitronellol (3,7-di methyloctane-l,7-diol) (12) 8-hydroxydihydrolinalool (2,6-dimethyl-7-octene-l,6-diol) (13) 7-hydroxygeraniol (E-3,6-dimethyl-2-octene-l,7-diol) (14) 7-hydro-xynerol (Z-3,6-dimethyl-2-octene-l, 7-diol) (15) cis and trans 8-hydroxy linalool (E- and Z-2,6-dimethyl-2,7-octadiene-l,6-diol) (16) p-menthenediol I (p-menth-l-ene-7,8-diol) (17) E-geranic acid (3,7-dimethyl-2,6-octadienoic acid) (18) E-2,6-dimethyl-6-hydroxyocta-2,7-dienoic acid (19) E- and Z-sobrerol or p-menthenediol II (p-menth-l-ene-6,8-diol) (20) cis and trans rose oxide (21) nerol oxide (22) 2-exo-hydroxy-1,8-cineol (23) 1,8-cineol (24) wine lactone (25) cis and trans 1,8-terpin (26) triol (2,6-dimethyloctane-2,3,6-triol) (27) hotrienol [(5E)-3,5-dimethylocta-l,5,7-trien-3-ol] (28) myrcenol (2-methyl-6-methylene-7-octen-2-ol)...

Linoleic acid has two non-conjugated double bonds and consequently the theoretical number of hydroperoxides is higher. The main hydroperoxy-octadienoic acids are 9-HPOD, lO-HPOD, 12-HPOD and 13-HPOD (cf. Fig. 3.29). Further reaction produces among others the odorant aldehydes hexanal (35), 2( )-heptanal (36), 2( )-octenal (37), 2(Z)-octenal (38), 2( )-nonenal (39), 3(Z)-nonenal (40), 2,4( , )-decadienal (41) and 2,4( , Z)-decadienal (42). The potent odorant 41 (odour threshold 0.2 mg/kg... 

Octadeca-9,12-dienoic acid, (Z,Z) cis-9-cis-12-Octadienoic acid Linoleic Acid... 

The major component of cranberry seed extracted via either pure CO2 or hexane was linoleic acid (omega-6 fatty acid) as determined by total ion chromatogram and selected ion chromatogram with an internal standard. The broad intense linoleic acid chromatographic peak is believed to be a mixture of positional isomers of the CI8 2 fatty acid such as 9,12-octadienoic acid 8,11-octadienoic acid, 5,7-octadienoic acid, and 9,11-octadienoic acid. Two other Cl8 fatty acids were identified oleic acid and linolenic acid. The extracted ion of mass 297 0.5 seen at retention time 44.30 min corresponded to oleic acid (molecular weight = 296.5, match quality = 91%). The extracted ion of mass 293 +,0.5 seen at retention time 44.32 min corresponded to linolenic acid (molecular weight = 292.46, match quality = 99%). 

It is one of the most intense flavor compounds formed by autoxidation of linoleic acid (Ci8 2) (Ullrich and Grosch, 1987). As an aside, it is interesting to note that in mushrooms, an enzymic oxidative breakdown of linoleic acid gives the (7 )-isomer by the intermediate of 10(5)-hydroperoxy-8( ),12(Z)-octadienoic acid (Grosch and Wurzenberger, 1985). 

Octadienoic acid, 7-methyI-4-(1-methylethyl)-, methyl ester 4249 ... 

Dimethyl-2,6-octadienoic acid Geranic acid CioHig02 469-80-3 168.233 oil ... 

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