Docosanoic acid

The first synthesis of amphiphilic porphyrin molecules involved replacement of the phenyl rings in TPP with pyridine rings, quaternized with C2QH 2Br to produce tetra(3-eicosylpyridinium)porphyrin bromide (3) (36). The pyridinium nitrogen is highly hydrophilic the long C2Q hydrocarbon serves as the hydrophobic part. Tetra[4-oxy(2-docosanoic acid)]phenyl-porphyrin (4) has also been used for films (37). 

Crambe was introduced to the United States in the 1970s. It is an oilseed, the oil of which is very high in emcic acid [112-86-7] (13-docosanoic acid), C22H42O2. This oil can be used to provide industrial lubricants, especially those needed for the basic oxygen furnace process for making steel (qv). Crambe is grown in relatively small volume in the midwestem United States. 

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. 

Docosanoic acid (behenic acid) [112-85-6] M 340.6, m 81-82°, pKes,-4.9. Crystd from ligroin. [Francis and Piper J Am Chem Soc 61 577 7959]. 

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...

Docosahexaenoic acid (DHA), 17 663, 665 Docosanoic acid, physical properties, 5 30t 4,8,12,15,19-Docosapentaenoic acid physical properties, 5 33t cis-ll-Docosenoic acid, physical properties, 5 3 It... 

Batyl alcohol [544-62-7] M 344.6, m 70.5-71°. Crystd from aq Me2CO, EtOH or pet ether (b 40-60°). Behenic acid see docosanoic acid. 

Figure 3.5. Schematic arrangement of the various phases of behenic acid (docosanoic acid) at the air/water interface corresponding to the phase diagram shown in Figure 3.6. (Taken from Kenn, R.M., Bohm, C., Bibo, A.M., Peterson, I.R., MOhwald, H., Als-Nielsen, J. and Kjaer, K. 1991 J. Phys. Chem. 95 2092-7. Published by permission of the American Chemical Society and the authors.) All the phase structures are distorted forms of hexagonal packing. denotes an end view of a molecule which stands vertically but does not rotate about its axis and is in the phase denoted by CS. is similar to the above but is in the S phase and librates. O denotes a molecule the axis of which is vertical and which rotates about its axis. denotes a tilted molecule. In the liquid expanded, L2, phase the tilt is towards the nearest neighbour and in the liquid condensed, L, phase the tilt is towards the next nearest neighbour.

Recently Kenn et al. [89] have studied films of docosanoic acid and have used their results to construct a phase diagram for this material which they believe to be representative for most fatty acids. This work will be discussed in the next section. 

Behenic acid rt-Docosanoic acid 22 Brain, radish oil... 

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