| Title:  Sinapine CAS Registry Number:  18696-26-9 CAS Name:  2-[[3-(4-Hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl]oxy]-N,N,N-trimethylethanaminium Additional Names:  sinapic acid choline ester Molecular Formula:  [C16H24NO5]+ Literature References:  From black mustard seeds, the seeds of Brassica nigra Koch, Cruciferae.  Extraction procedure:  Remsen, Coale, Am. Chem. J. 6, 52 (1884).  Synthesis:  Späth, Monatsh. Chem. 41, 271 (1920).   Derivative Type:  Chloride  Molecular Formula:  (C16H24NO5)Cl Molecular Weight:  345.82 Percent Composition:  C 55.57%, H 7.00%, N 4.05%, O 23.13%, Cl 10.25% Properties:  Does not crystallize, very sol in water, alcohol.   Derivative Type:  Bromide trihydrate  Molecular Formula:  (C16H24NO5)Br.3H2O Molecular Weight:  444.32 Percent Composition:  C 43.25%, H 6.81%, N 3.15%, O 28.81%, Br 17.98% Properties:  Needles, mp 92°; mp 107-115° when anhydr, very sol in water. Melting point:  mp 92°; mp 107-115° when anhydr   Derivative Type:  Iodide trihydrate  Molecular Formula:  (C16H24NO5)I.3H2O Molecular Weight:  491.32 Percent Composition:  C 39.11%, H 6.15%, N 2.85%, O 26.05%, I 25.83% Properties:  Crystals, becomes anhydr over H2SO4, mp 179° (anhydr).  Sparingly sol in water. Melting point:  mp 179° (anhydr)   Derivative Type:  Acid sulfate trihydrate  Molecular Formula:  (C16H24NO5)HSO4.3H2O Molecular Weight:  461.48 Percent Composition:  C 41.64%, H 6.77%, N 3.04%, O 41.60%, S 6.95% Properties:  Tablets, dec 127°; dec 187° when anhydr.  Freely sol in water, hot alcohol; very sparingly sol in ether.   Derivative Type:  Neutral sulfate pentahydrate  Molecular Formula:  (C16H24NO5)2SO4.5H2O Molecular Weight:  806.87 Percent Composition:  C 47.63%, H 7.25%, N 3.47%, O 37.68%, S 3.97% Properties:  Tablets from hot alcohol, mp 193° (anhydr).  Not very stable; very sol in water, sparingly in alcohol. Melting point:  mp 193° (anhydr)   |