Acids octadecanoic

Systematic names for carboxylic acids are derived by counting the number of car bons m the longest continuous chain that includes the carboxyl group and replacing the e ending of the corresponding alkane by oic acid The first three acids m Table 19 1 methanoic (1 carbon) ethanoic (2 carbons) and octadecanoic acid (18 carbons) illus trate this point When substituents are present their locations are identified by number... 

Methanoic acid Ethanoic acid Octadecanoic acid 2 Hydroxypropanoic acid... 

Dodecanoic acid Tetradecanoic acid Hexadecanoic acid Octadecanoic acid Icosanoic acid... 

Z,Z,Z,)-9,12,15-octadecatrienoic acid). Fish oils contain esters of eicosanoic and docosanoic acids with four to six double bonds separated by single methylene groups, eg, (i7//-Z)-4,7,10,13,16,19-docosahexaenoic acid [6217-54-5] in menhaden oil (4). The fatty acid with conjugated double bonds in tung oil is a-eleostearic acid [506-23-0] ((F,Z,F)-9,ll,13-octadecatrienoic acid) the predominant fatty acid in oiticica oil is licanic acid [17699-20-6] (4-oxo-(F,Z,F)-9,ll,13-octadecatrienoic acid). In all oils, other fatty acids including palmitic acid [57-10-3] (hexadecanoic acid), stearic acid [57-11-4] (octadecanoic acid), and oleic acid [112-80-1] ((Z)-9-octadecenoic acid) also are present. 

Chemical Designations - Synonyms 1 -Heptadecancecarboxylic acid Octadecanoic acid n-Octadecylic acid Stearophanic acid Chemical Formula CH3(CH2)kC02H. 

Abundant ions are observed in the mass spectra of straight-chain carboxylic acids at m/z 60 and 73 from n-butanoic to n-octadecanoic acid. The formation of an abundant rearrangement ion at m/z 60 requires a hydrogen in position four of the carbon chain. Most mass spectra of acids are easy to identify with the exception of 2-methylpropanoic acid, which does not have a hydrogen at the C-4 position and cannot undergo the McLafferty... 

The results on the reaction of 1-octadecanol with octadecanoic acid in octadecyl octadecanoate22 are quite different from those relative to the same reaction carried out in benzophenone22 since the order with respect to acid is 1.5 in the first case and 2 in the second. Among the possible explanations of the lowering of the order in acid the most satisfactory is a non-negligible dissodation of the ion pair A and the formation of free RC(OH) . That such a process takes place in a non-polar medium (octadecyl octadecanoate) is rather surprising however, it can be supposed that all the reactive groups assemble in certain areas where they create a very polar medium and where water tends to be retained. In these areas, the dissociation of ion pairs would be easier and hence the overall order would decrease. 

These reactions have not been widely studied however, most authors agree with a lowering of enthalpy or energy of activation. This applies to the system 2-ethylhexanol/ phthalic anhydride226 where AH is 68 kJ mol-1 in the absence of a catalyst and 62 (or 61) kJ mol-1 when H2S04 (or PTS) is added. This is also true for the system 1-octadecanol/octadecanoic acid in octadecyl octadecanoate229 where AH decreases from 50 to 18.5 kJ mol 1 when PTS is added. In the case of the system 1,2-ethanediol/ hexanedioic acid, the decrease is from 50 to 46 kJ - mol-1 when PIS is added313. ... 

Fradet227,232, in an esterification study on models, examined the reaction of octadecanoic acid with tetrabutoxytitanium. He found that a small amount of butyl octadecanoate is formed (absorption of the ester carbonyl at 1740 an-1) and that the carboxy absorption at 1710 cm-1 disappears completely. Simultaneously, two bands appear at 1560 and 1450 an-1, which is in agreement with Yoshino302. The ratio of the intensity of each of these two peaks to the intensity of ester peak (1740 cm-1) does not change when the concentration of the solution used in the spectroscopic study is varied consequently, the interaction between carbonyl and titanium is most probably intramolecular ... 

These results and mechanisms differ from each other and from those obtained more recently by Fradet and Mar6chal230). These authors studied the catalytic action of Ti(OBu)4 in reaction of the model system 1-octadecanol/octadecanoic acid and with... 

The repertoire of chemicals that can be used for communication is limited by the biosynthetic ability of the insect. Compared to other insect orders, pheromone biosynthesis in Hymenoptera has received little study [191]. However, the biosynthetic origins of chemically diverse hymenopteran semiochemicals likely include aromatic, fatty acid, and terpenoid pathways as well as simple modifications of host-derived precursors. Notable recent studies include the biosynthesis of the fatty acid components (2 )-9-oxodec-2-enoic acid 52 and (2 )-9-hydroxydec-2-enoic acid of the honeybee queen mandibular pheromone from octadecanoic acid [192,193], and the aliphatic alcohol and ester... 

Figure 11.1 Py/methylation GC/MS chromatograms of lead white pigmented linseed oil paint after 610 °C Curie point pyrolysis assisted with on line methylation using 2.5% methanolic TMAH (the sample and TMAH solution was applied onto a rotating Curie point wire pyrolysis time 6 s, interface 180°C). 1, heptenoic acid, methyl ester 2, heptanoic acid, methyl ester 3, butenedioic acid, dimethyl ester 4, butanedioic acid, dimethyl ester 5, octenoic acid, methyl ester 6, octanoic acid, methyl ester 7, pentenedioic acid, dimethyl ester 8, pentanedioic acid, dimethyl ester 9, nonanoic acid, methyl ester 10, hexanedioic acid, dimethyl ester 11, decanoic acid, methyl ester 12, heptanedioic acid, dimethyl ester 13, octanedioic acid, dimethyl ester 14, 1,2 benzenedicarboxylic acid, dimethyl ester 15, a methyl octanedioic acid, dimethyl ester 16, nonanedioic acid, dimethyl ester 17, a methoxy octanedioic acid, dimethyl ester 18, a methyl nonanedioic acid, dimethyl ester 19, a,a dimethyl nonenedioic acid, dimethyl ester 20a, a methyl nonenedioic acid, dimethyl ester 20b, a,a dimethyl nonanedioic acid, dimethyl ester 21, decanedioic acid, dimethyl ester 22, a methoxy nonanedioic acid, dimethyl ester 23, a methyl decan edioic acid, dimethyl ester 24, undecanedioic acid, dimethyl ester 25, a methoxy decan edioic acid, dimethyl ester 26, pentadecanoic acid, methyl ester 27, dodecanedioic acid, dimethyl ester 28, hexadecanoic acid, methyl ester 29, heptadecanoic acid, methyl ester 30, octadecanoic acid, methyl ester 31,8 methoxy 9 octadecenoic acid, methyl ester 32, 11 methoxy 9 octadecenoic acid, methyl ester 33, 9 methoxy 10 octadecenoic acid and 10 methoxy 8 octadecenoic acid 34, 9 oxo octadecanoic acid, 10 oxo octadecanoic acid 35, 9 epoxy octadecanoic acid 36, eicosanoic acid, methyl ester 37, 9,10 dimethoxy octadecanoic acid, methyl ester 38, docosanoic acid, methyl ester. Reprinted from J. Anal. Appl. Pyrol., 61, 1 2, van den Berg and Boon, 19, Copyright 2001, with permission from Elsevier...

Fig. 45 Surface pressure/area isotherms for the compression cycle of 12-ketooctadecanoic acid (A) and octadecanoic acid (B) on a buffered subphase (AR hydrochloric acid pH 4.0) at 30°C carried out at a compression rate of 2.0-3.0 A2/molecule per minute.

Octadecanoic acid (stearic acid) c/5-9-Octadecenoic acid (oleic acid)... 

Dodecanoic acid Tetradecanoic acid Hexadecanoic acid Octadecanoic acid 9-Octadeceanoic acid 9,12-Octadecadienoic acid 9,12,15-Octadecatrienoic acid... 

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