The resolution of hyoscine and its components, tropic acid and oscine / by Harold King.
- King, Harold
- Date:
- 1919]
Licence: Public Domain Mark
Credit: The resolution of hyoscine and its components, tropic acid and oscine / by Harold King. Source: Wellcome Collection.
17/34 page 492
![tion. The first crop of crystals from absolute alcohol was collected, and weighed 8'7 grams. It melted at 150—155 ', and its specific rotation was determined in water: . c = 2?00 ; l = 2-dcm.; aD+2°27-4'; [a]D+61*4°; [M]D+286'3°. This product was recrystallised from absolute alcohol, but in the meantime tartaric acid had effected the resolution of oscine quite simply, so the investigation of the above salt was dis¬ continued. With Camphor-fi-sid phonic Add.—Attempts to crystallise this salt were ineffective. Resolution by d-^Tartaric Acid.—c//-Oscine (13*9 grams) was con¬ verted into its ^/-hydrogen tartrate by addition of 13'5 grams of <7-tartaric acid in aqueous solution. The solution was concentrated to a low bulk, and gave 13‘8 grams of a salt crystallising in hexagonal plates and with a specific rotation [a]D +3*5° in water. After one more crystallisation, it gave 10'2 grams and had [ a]D +1*1°. This value was not appreciably altered by subsequent repeated crystallisation, and represents the optical constant of the salt /-oscine <7-hydrogen tartrate. 1-0seine d-hydrogen tartrate crystallises with one molecule of water of crystallisation in large and clear octahedra. Very often these have a flattened appearance, and, more rarely, one-half the faces may be almost entirely suppressed, with the formation of tetrahedra. Unbroken crystals melt at 134° with effervescence, but when powdered partly melt at about 130° and gradually liquefy up to 160°. The anhydrous material melts „at 173—174° (176*5—177'5° corr.). It is readily soluble in cold water, but the crystals can be washed with 50 per cent, alcohol with little loss. From dilute alcoholic solutions, this salt tends to separate as an oil: 0‘3126, dried at 105°, lost 0-0181. H20 = 5‘8. CMH1302N,C4H(;0e,H.20 requires H20 = 5-6 per cent. 0-1159, dried at 100°, gave 0T996 C02 and 0 0690 H.,0. C = 47-0; H = 6-7. C8H]302N,C4Hc06 requires C = 47-2; H(=63 per cent. The specific rotation was determined in water: c=2'007; l — 2-dcm.; aD+256/; [a]D+l-06°. The average value, for nine different samples of the pure salt, of [a]D was +1-29°, the extremes being + 0-93° and +156°. Taking this average value for [a]D, the molecular rotation [M]D is calcu¬ lated as +4T8°, and employing Landolt’s value (Acr., 1873, 6, 1075) for the molecular rotation of ammonium hydrogen tartrate,](https://iiif.wellcomecollection.org/image/b30622074_0017.jp2/full/800%2C/0/default.jpg)
