N-Docosanoic acid

The synthesis starts with commercially available phytosphingosine (Scheme 24). Thus 2 2 was IV-acylated with n-docosanoic acid N-hydroxysuccinimide ester. After protection of the primary alcohol, the other secondary hydroxyl groups were benzoylated and the silyl ether was deprotected to give the protected ceramide 157. 

AI3-52709 Behenic acid Docosanoic acid 1-Docosanoic acid n-Docosanoic acid Docosoic acid EINECS 204-010-8 Glycon B-70 HSDB 5578 Hydrofol 2022-55 Hydrofol Acid 560 NSC 32364. Needles mp = 81" bp60 = 306" d = 0.8223 slighlly soluble in H2O, Eton, Et20. 

Figure 4.11 Phase diagram in terms of surface pressure versus temperature for n-docosanoic acid monolayers [Data from R. M. Kenn etal,J. Phys, Chem, 95,2092, Copyright (1991) American Chemical Society]. The cones indicate the direction of molecular tilt...

Two amphiphilic molecules were synthesized the porphyrin P = Co (II) 5, 10, 15, 20-tetra-(4-oxy-(2 -docosanoic acid)phenyl)porphyrin, and the imidazole Im = N-octadecylimidazole. These two molecules interlock, to produce the planned architecture with the same activity toward dioxygen. The geometry is controlled by the combination of mixed and alternated layers, obtained by the LB technique, and by the chemical reactivity, which allows the long-chain imidazole to insert in the macro ring, and stand above the Co atom. The mixed monolayers of the set imidazole-porphyrin are homogeneous, (area per mole = area of P alone, and not area of P + area Im) because an efficient chemical interaction is involved between P and Im. To avoid dimerization, alternate layers were built (with the help of an automatic trough) of either behenic acid interspersed with mixed layers of P + Im, or else layers of P alternated with layers of Im, as shown in Fig. 5. 

Fig. 5. LB film architecture for the "dioxygen trap". Here P = Co (II) 5,10,15,20-tetra-(4-oxy-(2 -docosanoic acid)phenyl)porphyrin, Im = N-octadecylimidazole.

Synonyms Docosanoic acid, compd. with N- [3-(dimethylamino) propyl] docosamide (1 1)... 

The classic LB active molecules are fatty acids such as stearic acid (1). The long-chain examples, ra-octadecanoic (stearic), -eicosanoic (arachidic), and n-docosanoic (behenic) acids constitute the best-studied class of Langmuir mono-layers and LB films work dates back to the original papers by Langmuir and... 

Hoffman, N.E. Liao, J.C. High pressure liquid chromatography of p-methoxyanilides of fatty acids, Anal.Chem., 1976, 48, 1104-1106. [gradient stearic acid psJmitoleic acid oleic acid linoleic acid linolenic acid arachidonic acid emcic acid docoshexaenoic acid nervonic acid tetradecanoic acid pentadecanoic acid hexadecanoic add octadecsmoic acid eicosanoic acid docosanoic acid tetracosanoic acid palmitic acid myristic acid]... 

Figure 4.10 Surface pressure-area isotherms (a) -hexadecanoic acid on a subphase of 0.01 M HCl at 30 °C [data from N. R. Pallas and B. A. Pethica, Langmuir 1, 509 (1985)] (b) -docosanoic acid on a subphase of 0.01 M HCl [data from E. Stenhagen in Determination of Organic Structures by Physical Methods, E. A. Braunde and F. C. Nachod (Eds.), Academic Press, New York (1955)]...

The occurrence of piezoelectric behaviour in LB films has been known for some time [57,58], and a 30 X-type layer LB film of (37) was found to give opposite signs of the piezoelectric strain coefficients d i and d [59], the latter having a value of 1.5 pC which is approximately an order of magnitude lower than that of the well-documented polymer poly(vinylidene fluoride) (PVDF). Values for 31 of 0.023 and 0.170 pC N have also been obtained for alternate-layer structures of 22-tricosenoic acid with docosylamine, and a ruthenium complex with docosanoic acid respectively [60]. As the use of pyroelectric materials in detector applications requires that the materials possess only low levels of piezoelectricity (high levels introduce problems of microphony), this suggests that the former materials would be better suited for pyroelectric detector applications, while the latter system would be more appropriate for piezoelectric-based applications. 

CAS 112-85-6 EiNECS/ELiNCS 204-010-8 Synonyms n-Docosanoate Docosanoic acid Classification Fatty acid Empirical C22H44O2 Formula CH3(CH2)2oCOOH... 

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