Acid Capric

By increasing the molar proportion of the monocarboxylic acid, the yield of (II) is improved. Thus electrolysis of a mixture of decanoic acid (n-decoic acid capric acid) (V) (2 mols) and methyl hydrogen adipate (VI) (1 mol) in anhydrous methanol in the presence of a little sodium methoxide gives, after hydrolysis of the esters formed, n-octadecane (VII), tetradecanoic or myristic acid (VIH) and sebacic acid (IX) ... 

Fats and oils may be synthesized in enantiomerically pure forms in the laboratory (30) or derived from vegetable sources (mainly from nuts, beans, and seeds), animal depot fats, fish, or marine mammals. Oils obtained from other sources differ markedly in their fatty acid distribution. Table 2 shows compositions for a wide variety of oils. One variation in composition is the chain length of the fatty acid. Butterfat, for example, has a fairly high concentration of short- and medium-chain saturated fatty acids. Oils derived from cuphea are also a rich source of capric acid which is considered to be medium in chain length (32). Palm kernel and coconut oils are known as lauric oils because of their high content of C-12 saturated fatty acid (lauric acid). Rapeseed oil, on the other hand, has a fairly high concentration of long-chain (C-20 and C-22) fatty acids. 

Substitutes. As of this writing, only one fat substitute, caprenin, a triglyceride composed of capric acid [334-48-5] capryUc acid... 

Capric acid (decanoic acid) [334-48-5] M 172.3, m 31.5 , b 148 /llmm, d 0.886, n s 1.424, pKesi -4.9. Purified by conversion to its methyl ester, b 114.0 /15mm (using excess MeOH, in the presence of H2SO4). After removal of the H2SO4 and excess MeOH, the ester was distd under vacuum through a 3ft... 

Alternatively, purified via its methyl ester (b 140.0°/15mm), as described for capric acid. Also purified by zone melting. 

Myristic acid (tetradecanoic acid) [544-63-8] M 228.4, m 58 , pK 6.3 (50% EtOH), pK si -4.9 (H2O). Purified via the methyl ester (h 153-154 /10mm, n 1.4350), as for capric acid. [Trachtman and Miller y/4m Chem Soc 84 4828 7962.] Also purified by zone melting. Crystd from pet ether and dried in a vacuum desiccator containing shredded wax. 

Pimelic Acid (Heptanedioic Acid or 1,5-Pentane-dicarboxytlc Acid). HOOC.(CH2)s.COOH mw 160.17 white prisms mp 106° bp 272° at 100mm (subl), and 212° at 10mm d 1.329 g/cc at 15°. Sol in w, ethanol, eth and hot benz. Prepn is by oxidn of cycloheptanone, capric acid or oleic acid treatment of salicylic acid with Na in amyl ale, or by decarboxylating 1,1,5,5-pentanetetracarboxylic acid with heat Pimelic acid has been combined with cis and trans-, 4-cyclohexanediol to give polyesters, and with m-xylene-ce,ol -diamine or poly-methylenediamines to form polyamides. With diperoxides, the acid forms resins. It is also used as the parent compd to form the expls presented below... 

C Q q — capric acid, Cj2 q = lauric acid, C14 0 = myristic acid, C 16.0 palmitic acid, CIg0 = stearic acid, CIg, = oleic acid, CIg 2 = linolic... 

Soaps are composed of sodium salts of various fatty acids. These acids include those with the general structure CH3-(CH2) -COOH where n = 6 (caprylic acid), 8 (capric acid), 10 (lauric acid), 12 (myristic acid), 14 (palmitic acid), and 16 (stearic acid). Oleic acid (CH3-(CH2)7-CH=CH-(CH2)7-COOH) and linoleic acid (CH3-(CH2)4-CH=CH- H2-CH=CH-(CH2)7-COOH) are also common soap ingredients. These sodium salts readily dissolve in water, but other metal ions such as Ca2+ and Mg2+ form precipitates with the fatty acid anions. For example, the dissolution of the sodium salt of lauric acid and the subsequent formation of a precipitate of the lauric acid anion with calcium ion is given by... 

Cadaverine, p30 2-Camphanone, c3 Capraldehyde, d7 Capric acid, dl5 Capric alcohol, dl6 Caproaldehyde, h51 Caproic acid, h64 Caproic anhydride, h65 6-(or e)-Caprolactam, 06I e-Caprolactone, h69... 

Experimentally derived stability ratio, Wexp, of hematite suspensions, plotted as a function of fatty acid concentration at pH 5.2. The ionic strength is 50 milimolar NaCI and hematite concentration is 34.0 mg/ . Laurie acid is denoted by C, capric acid by C10, caprylic add by Cs and propionic acid by C3. (From Liang and Morgan, 1990)... 

Other precursors of alkaloids form intermedia as acids (e.g., capric acid in the coniine pathway, 26-hydroxycholesterol in the solasodine pathway and piperidine in the jervine pathway). Moreover, in the case of purine as an alkaloid precursor, the intermedia is inosine monophosphate (IMP). 

The biosynthetic capacity of seeds of the Californian plant Umbellularia califomica for capric acid (10 0) and lauric acid (12 0) has been transferred to another ai osperm, Arabidopsis thaliana, where... 

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