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Chemical Structure| 59101-13-2 Chemical Structure| 59101-13-2

Structure of Elaidyl methane sulfonate
CAS No.: 59101-13-2

Chemical Structure| 59101-13-2

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Product Details of [ 59101-13-2 ]

CAS No. :59101-13-2
Formula : C19H38O3S
M.W : 346.57
SMILES Code : CCCCCCCC/C=C/CCCCCCCCOS(C)(=O)=O
MDL No. :N/A

Safety of [ 59101-13-2 ]

Application In Synthesis of [ 59101-13-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 59101-13-2 ]

[ 59101-13-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 623-57-4 ]
  • [ 59101-13-2 ]
  • 5-Bromopentanoic acid 8-hydroxy-3,6-dioxooctyl ester [ No CAS ]
  • (2,3-bis-octadec-9-enyloxypropyl)-dimethylamine [ No CAS ]
  • (2,3-Bis-octadec-9-enyloxypropyl)-(8-hydroxy-3,6-dioxooctyloxycarbonylbutyl)-dimethylammonium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
27% In methanol; dichloromethane; acetone; (2,3-Bis-octadec-9-enyloxypropyl)-(8-hydroxy-3,6-dioxooctyloxycarbonylbutyl)-dimethylammonium bromide (ME42) A mixture of (2,3-bis-octadec-9-enyloxypropyl)-dimethylamine 4 (378 mg, 0.61 mmol) (synthesised from octadec-9-enyl mesylate and 3-dimethylamino-1,2-propanediol as described previously by Hurley et al., J. Org. Chem., 2004, 69, 980-984) and 3 (335 mg, 1.07 mmol) in acetone (5 ml) was stirred in a sealed-tube at 80° C. for 48 h. After cooling, the solvent was evaporated in vacuo. Purification by flash chromatography on silica (gradient; 5percent to 10percent methanol in dichloromethane) gave ME42 as an orange oil (140 mg, 27percent). deltaH (300 MHz; CDCl3) 0.89 (6H, t, J 6.7 Hz, 2*CH2CH3), 1.25 (44H, m), 1.53 (4H, m, 2*OCH2CH2CH2), 1.72 (2H, m, COCH2CH2), 1.85 (2H, m, CH2CH2N+), 1.99 (8H, m, 2*CH2CH=CHCH2), 2.45 (2H, t, J 6.8 Hz, COCH2), 3.36-3.43 (11H, m, 2*CH3N+, CHOCH2, CHCH2OCH2, 1H of N+CH2CH), 3.54-3.72 (14H, m, 8*CH2CH2O, HOCH2, CH2NCH2CH, CHCH2OCH2), 3.88 (1H, d, J 13.2 N+CH2CH), 4.06 (1H, m, CH), 4.23 (2H, t, J 4.6 Hz, CH2OCO), 5.32 (4H, m, 2*CH=CH); deltaC (75 MHz; CDCl3) 14.10 (2*CH2CH3, overlap), 21.52 (COCH2CH2), 22.06 (CH2CH2N+), 22.66, 26.03, 26.22, 27.20, 29.14-30.17 (signal overlap), 32.59, 33.20 (COCH2), 52.25 (2*CH3N+, overlap), 61.39 (HOCH2), 63.44 (CH2OCO), 65.14 (N+CH2CH) 65.73 (CH2CH2N+), 68.44 (CHCH2O), 68.96 (CH2CH2OCO), 69.28 (CHOCH2), 70.16 (HOCH2CH2OCH2), 70.49 (CH2OCH2CH2OCO), 71.99 (CHCH2OCH2), 72.50 (HOCH2CH2), 73.31 (CH), 129.72 (2*CH=CH, overlap), 129.95 (2*CH=CH, overlap) 172.74 (C=O); m/z (ES+) 852.76483 (M+).
 

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