1,10-Decanedioic acid

Polymers have also been prepared from cyclic amines such as piperazine and bis-(p-aminocyclohexyl)methane. An early copolymer, Igamid 1C, was based on the latter amine. This amine is also condensed with decanedioic acid, HOOC (CH2)iqCOOH, to produce to silk-like fibre Quiana (Du Pont). 

Bis (2,2,6,6-tetramethyl-4-piperidinyl) sebacate Decanedioic acid, bis (2,2,6,6-tetramethyl-4-piperidinyl) ester Bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate Bis (2,2,6,6-tetramethyl-4-piperidinyl) decanedioate... 

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...

Heptanedioic Acid Nonanedioic Acid Decanedioic Acid... 

The decarboxylation of decanedioic acid was studied in co-oxidation with cyclohexanol [106]. This reaction was seen to proceed through the attack of radicals (H02 and cyclohexyl-hydroxyperoxyl radical), see Chapter 7) on the C—H bonds of the acid and decomposition of the formed hydroperoxide. It was found that kpl2 = 3.8 x 104 exp(-50.2/7 7 ) L mol-1 s-1 and kd = 1.4 x 1015 exp(—108.8/ ) s The quasistationary concentration of the intermediate hydroperoxide decomposing with the formation of C02 was estimated to be as small as... 

One of the most frequent defects of fatty acid oxidation is deficiency of a mitochondrial acyl-CoA dehydrogenase.50 If the long-chain-specific enzyme is lacking, the rate of P oxidation of such substrates as octanoate is much less than normal and afflicted individuals excrete in their urine hexanedioic (adipic), octanedioic, and decanedioic acids, all products of co oxidation.54 Much more common is the lack of the mitochondrial medium-chain acyl-CoA dehydrogenase. Again, dicarboxylic acids, which are presumably generated by 0) oxidation in the peroxisomes, are present in blood and urine. Patients must avoid fasting and may benefit from extra carnitine. 

Following the study of the simple coupling of radicals derived from the salt of a single carboxylic acid, it was found that the electrolysis of a mixture of carboxylate anions or of the salts of half esters of dicarboxylic acids increased the synthetic value of the method. This arises from the possibility of the formation of symmetrical and unsymmetrical coupled products of the derived radicals. These anodic syntheses are illustrated in the synthesis of hexacosane (Expt 5.11), sebacic acid (decanedioic acid), octadecanedioic acid and myristic acid (tetra-decanoic acid), in Expt 5.131. 

Cognate preparations. Sebacic acid (decanedioic acid). Dissolve 40 g (0.25 mol) of methyl hydrogen adipate in 100 ml of absolute methanol to which 0.1 g of sodium has been added. Pass a current of about 2.0 amps until the pH of the solution is about 8 (c. 5 hours) test with narrow-range indicator paper. Transfer the contents of the electrolysis cell to a 500-ml round-bottomed flask, render neutral with a little acetic acid and distil off the methanol on a water bath. Dissolve the residue in 150 ml of ether, wash with three 50 ml portions of saturated sodium hydrogen carbonate solution, then with water, dry over magnesium sulphate and distil under reduced pressure. Collect the dimethyl sebacate at 155°C/8mmHg it melts at 26 °C and the yield is 14.6-16.0 g (51-56%). 

Methy- lundecane 2-Methyl-4-hep- tanone Decanedioic acid 1-Heptadecanol... 

Oxidation reactions included the use of alkaline permanganate, alkaline copper(II)oxide, and aqueous chlorine (Schnitzer and Khan, 1972 Christman et al., 1989).The degradation products consisted of aromatic and aliphatic acids. Aliphatic dicarboxylic acids ranging from ethanedioic to decanedioic acids were identified. Methylation prior to oxidation prevented phenolic groups from degradation and allowed gas chromatography (GC) analysis. 

In addition to the route described here, dimethyl decanedioate has been prepared by esterification of decanedioic acid with methanol9-13 or diazomethane,14 hydrogenation of dimethyl 2,5,8-de-catrienedioate,15 and by thermal decomposition of bis(l-methoxy-1 -cyclopen tyl)peroxide.16... 

Dimethyl decanedioate Sebacic acid, dimethyl ester (8) Decanedioic acid, dimethyl ester (9) (106-79-6)... 

Sebacic acid (= Decanedioic acid) Ricinus communis (castor oil) (Euphorbiaceae) Sour (acid) taste... 

As can been seen in Table 9.1 the use of tert-butyl alcohol led to lower conversion yields both for rutin and silybin as compared to tert-amyl alcohoL In the case of acetone, higher conversion yields were obtained for C12 and C16 dicarboxylic acids. The solubility capacity of acetone for silybin is about 10 times higher ( 40g/l) than tert-amyl alcohol and tert-butyl alcohoL The higher solubility of silybin in acetone is advantageous, as the amount of esters obtained was high, reaching values of 4.5, 3.4, and 6.6g/l for hexanedioic, dodecanedioic, and he a-decanedioic acid, respectively, after 96 h of incubation. 

Sebacic acid Decanedioic acid Xylene Benzene, dimethyl-... 

SYNS BISOFLEXDOS DECANEDIOIC ACID, BIS(2-ETHYLHEXYL) ESTER DI(2-ETHYLHEXYL)SEBACATE DIOCTYL SEBACATE DOS 2-ETHYLHEXYL SEBACATE MONOPLEX DOS... 

---