Identification | Back Directory | [Name]
didodecyl hydrogen phosphate | [CAS]
7057-92-3 | [Synonyms]
didodecyl phosphate DI-N-DODECYLPHOSPHATE idodecylhydrogenphosphate Dilauryl hydrogen phosphate didodecyl hydrogen phosphate Phosphoric acid, didodecyl ester Phosphoric acid bisdodecyl ester Phosphoric acid hydrogen didodecyl ester | [EINECS(EC#)]
230-341-2 | [Molecular Formula]
C24H51O4P | [MDL Number]
MFCD00015070 | [MOL File]
7057-92-3.mol | [Molecular Weight]
434.633 |
Hazard Information | Back Directory | [Synthesis]
Preparative Example 1: Synthesis of February Laurel Phosphates
Phosphoryl chloride (2.5 mL, 26.8 mmol) was added slowly and dropwise to a mixture of lauryl alcohol (15.227 g, 81.7 mmol) and benzene (50 mL) at 80 °C (solvent reflux temperature) and stirring was continued for 21 hours. Upon completion of the reaction, the solvent in the reaction solution was removed by distillation under reduced pressure. Hexane (10 mL) was added to the resulting residue and the mixture was cooled overnight. The resulting white precipitate was filtered to give di(dodecyl) phosphate (white powder, 4.12 g, 9.5 mmol, yield: 35%).
1H-NMR (ppm) δ: 0.87-0.89 (t, 6H), 1.26-1.37 (br, s, 36H), 1.65-1.70 (m, 4H), 4.00-4.06 (m, 4H), 6.73 (br, s, 1H)
13C-NMR (ppm) δ: 14.11, 22.69, 25.43, 29.17, 29.35, 29.53, 29.59, 29.64, 29.66, 30.15, 31.92, 67.68, 67.72
31P-NMR (ppm) δ: 2.13
SIMS mass analysis: measured value; 435.6
Theoretical value; 435.6 (relative to (C24H52O4P)+) | [References]
[1] Patent: US2010/94020, 2010, A1. Location in patent: Page/Page column 17 [2] Bulletin of the Chemical Society of Japan, 1978, vol. 51, p. 1877 - 1879 [3] Journal of the American Chemical Society, 1984, vol. 106, # 26, p. 8065 - 8070 [4] Chemical and Pharmaceutical Bulletin, 1995, vol. 43, # 10, p. 1751 - 1754 [5] Bioconjugate Chemistry, 2010, vol. 21, # 5, p. 844 - 852 |
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