Methyl n-decanoate

The relative reactivity of primary and secondary positions adjacent to oxygen can be strongly dependent on the nature of the oxidant. For example, treatment of the methyl ethers (8) and (10) with chromium trioxide in acetic acid leads to the formation of the formates (9) and (11), respectively (equations 13 and 14). In direct contrast, n-decyl methyl ether is oxidized exclusively to methyl n-decanoate (83% yield) by ruthenium tetroxide (equation 11). Under similar reaction conations, 3 -cholestanol methyl ether gives cholestan-3-one as the mqjor product, togedier with traces of the corresponding formate. Therefore, at least in the case of ruthenium tetroxide, primary positions appear to be more reactive than tertiary. 

CAS 110-42-9 EINECS/EEINCS 203-766-6 Synonyms Capric acid methyl ester Decanoic acid, methyl ester Methyl n-caprate Methyl caprinate Methyl decanoate Methyl n-decanoate Empirical C hl2202 Formula CH,(CH2) COOCH,... 

Methyl decanoate Methyl n-decanoate. See Methyl caprate 2-Methyl-1,5-diainnopentane. See 2-Methylpenlamethylenediamine... 

CAS 110-42-9 EINECS/ELINCS 203-766-6 Synonyms Capric acid methyl ester Decanoic acid, methyl ester Methyl n-caprate Methyl caprinate Methyl decanoate Methyl n-decanoate Empirical C11H22O2 Formula CH3(CH2)8COOCH3 Properties Colorless llq. pleasant odor sol. In alcohol, ether, oxygenated soivs. Insol. in water m.w. 186.17 dens. 0.8733 (20/4 C) f.p. -13.3 C b.p. 224 C, 130.6 C (30 mm) flash pt. > 100 C ref. index 1.4250... 

Methylcymantrene. See Tricarbonyl (methylcyclopentadienyl) manganese Methyl [1R-(1a,4ap,4ba,10aa)]-1,2,3,4,41,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylate. See Methyl abietate Methyl decanoate Methyl n-decanoate. See Methyl caprate... 

Ethylpentanoic (Z)-3-Methyl-2-hexanoic 2-Ethylhexanoic 7z-Ethylheptanoic 2-Methylheptanoic (E)-3-Methyl-2-hexanoic n-Octanoic 2-Methyloctanoic 4-Ethylheptanoic n-Nonanoic 2-Methylnonanoic 4-Ethyloctanoic n-Decanoic 2-Methyldecanoic 4-Ethylnonanoic 9-Decenoic n-Undecanoic 4-Ethyldecanoic... 

Table 3. Primary ions proposed by the IG program for 2-n-hexyl-methyl-M decanoate...

Synonyms Decanoic acid, 1-methyl-1,2-ethanediyl ester n-Decanoic acid, 1,3-propanediyl ester Propylene glycol didecanoate... 

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) ... 

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... 

The colvooi efficiency is determined by the separation number tained for the methyl esters of decanoic, undecanoic, and dodecanoic acids (E o> 12> A relative difference in the molecular sizes of the homologous pairs decreases with increasing molecular size, the first pair of methyl esters (E, /E t) provides a separation number value that is about 8% higher than that of the... 

The oxazoline methodology can be applied in the total synthesis of natural products. For example, in the course of the total synthesis of European pine-saw fly pheromone 47, the key intermediate, chiral a-methyl carboxylic acid 46, was prepared via the reaction of a-lithioethyloxazoline with n-octyl iodide. The product 2-methyl decanoic acid 46 was obtained, after hydrolysis, in 72% ee (Scheme 2-26).51... 

Methyl 6-oxodecanoate Decanoic acid, 6-oxo-, methyl ester (10) (61820-00-6) 1-Chloro-N, N, 2-t rimethylprogeny1 amine Progeny amine, 1-chloro-N, N, 2-trimethyl- (8) 1-Progen-l-aniine, 1-chloro-N,N,2-tr1methyl- (9) (25189-59-3) Adigic acid monomethyl ester (8) Hexanedioic acid, monomethyl ester (9) (627-91-8)... 

Decanoic acid N-methyl-glucamine 2-Methyl-2 butanol 83 22... 

Myristic acid (from decanoic acid and methyl hydrogen adipate). Dissolve 55-2 g. of pure decanoic acid (capric acid decoic acid), m.p. 31-32°, and 25 -6 g. of methyl hydrogen adipate in 200 ml. of absolute methanol to which 0-25 g. of sodium has been added. Electrolyse at 2-0 amps, at 25-35° until the pH of the electrolyte is 8-2 (ca. 9 hours). Neutralise the contents of the electrolytic cell with acetic acid, distil off the methanol on a water bath, dissolve the residue in about 200 ml. of ether, wash with three 50 ml. portions of saturated sodium bicarbonate solution, and remove the ether on a water bath. Treat the residue with a solution of 8 0 g. of sodium hydroxide in 200 ml. of 80 per cent, methanol, reflux for 2 hours, and distil off the methanol on a water bath. Add about 600 ml. of water to the residue to dissolve the mixture of sodium salts extract the hydrocarbon with four 50 ml. portions of ether, and dry the combined ethereal extracts with anhydrous magnesium sulphate. After removal of the ether, 23-1 g. of almost pure n-octadecane, m.p. 23-24°, remains. Acidify the aqueous solution with concentrated hydrochloric acid (ca. 25 ml.), cool to 0°, filter off the mixture of acids, wash well with cold water and dry in a vacuum desiccator. The yield of the mixture of sebacic and myristic acids, m.p. 52-67°, is 26 g. Separate the mixture by extraction with six 50 ml. portions of almost boiling light petroleum, b.p. 40-60°. The residue (5 2 g.), m.p. 132°, is sebacic acid. Evaporation of the solvent gives 20 g. of myristic acid, m.p. 52-53° the m.p. is raised slightly upon recrystallisation from methanol. 

Dissociation constants were determined from their inhibition of the reaction between HSA and p-nitrophenyl acetate as determined in pH 7.4, 0.03M triethanolamine / HCl at 25° C. Nonpolar surface areas were calculated according to Hermann (48/ The carboxylate ions are as follows (1) butyrate (2) valerate (3) hexanoate (4) heptanoate (5) octanoate (6) nonanoate (7) decanoate (8) undecanoate (9) dodecanoate (10) cyclohexanecarboxylate (11) 1-methyl-1-cyclohexanecarboxylate (12) cyclohexylacetate (13) 2-n-propylvalerate and... 

Anionic micellar systems were found to increase the rate of the acid catalyzed hydrolysis of acetylsalicylic acid (Nogami et al., 1962), methantheline bromide (Nogami and Awazu, 1962), n-butyl acetate, t-butyl acetate, ethyl p-aminobenzoate, and ethyl o-aminobenzoate (Sakurada et al., 1967), but decreased that of methyl benzoate slightly (Sakurada et al., 1967). The acid catalyzed hydrolysis of anionic amphi-philes also generally tend to be accelerated by micellization (Table 5). The rates of the acid catalyzed hydrolyses of sodium sulfoethyl do-decanoate, sodium undecanoate, and sodium sulfobutyl caprylate are significantly greater in micellar than in non-micellar solutions while that of sodium dodecyl sulfoacetate is unaffected by micelle formation (Meguro and Hikota, 1968). 

Propa, Propanoic acid Buta, butanoic acid Penta, pentanoic acid Hexa, hexanoic acid Hepta, heptanoic acid Octa, octanoic acid Nona, nonanoic acid Deca, decanoic acid Pal, palmitic acid St, stearic acid Piva, trimethylacetic acid Vers, Versatic acid a-BrHexa, a-bromohexanoic acid x-BrSt, a-bromostearic acid Me2(OH)Hexa, 2,5-dimethyl-2-hydroxyhexanoic acid a,a -DAC, a,a -dialkylcarboxylic acid Naph, naphthenic acid cy-PA, cyclopentylacetic acid cy-Hexa, cyclohexanecarhoxylic acid C7-C mix, C7-C9 mixture CB, chlorobenzene cy-Hexn, cyclohexane 1,2-DCE, 1,2-dichloro-ethane (i-Pr)2CO, diisopropyl ketone i-amOAc, isoamyl acetate i-amOH, isoamyl alcohol MIBK, 4-methyl-2-pentanone NB, nitrobenzene n-Hexn, n-hexane PE, petroleum ether TCB, 1,2,4-trichlorobenzene. 

Total synthetic studies at Roussel-UCLAF produced a large number of compounds having this type of extended unsaturation. A ,A"-Nortes-tosterone 17-acetate (N-103), A, A -nortestosterone 17/3-methoxymethyl ether (N-104), A ,A -nortestosterone 17/3-decanoate (N-105), A A -nortestosterone 17-carbobenzoxy-ate (N-106), A ,A"-17a-methyl-... 

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