A laevo-rotatory modification of quercitol / by Frederick B. Power and Frank Tutin.

  • Power, Frederick B. (Frederick Belding), 1853-1927.
Date:
[1904]
Catalogue details

Licence: Attribution 4.0 International (CC BY 4.0)

Credit: A laevo-rotatory modification of quercitol / by Frederick B. Power and Frank Tutin. Source: Wellcome Collection.

Provider: This material has been provided by The Royal College of Surgeons of England. The original may be consulted at The Royal College of Surgeons of England.

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    colourless prisms containing one molecule of water, which is not lost on recrystallisation from absolute alcohol, but is eliminated when the substance is heated for some time at 100° When crystallised from alcohol, it is obtained in the form of fine, colourless needles. A portion of ^-quercitol which had been recrystallised from alcohol was analysed : 0-1139 gave 0'1650 CO2 and 0 0800 HgO. C = 39‘5 ; H = 7‘8. CgHj205,H20 requires C = 39’5 ; H = 7'7 per cent. In another portion, which had been recrystallised from dilute alcohol, the water was determined by heating at 110°, 0-8963 lost 0-0881 H2O. H20 = 9-8. CgHj205,H20 requires HgO = 9-9 per cent. This dried substance was then recrystallised from absolute alcohol, in which it was even more sparingly soluble than the hydrated sub- stance, and analysed : 0-1009 gave 0-1600 COg and 0-0674 HgO. C = 43-2 ; H = 7-4. CgH]^2^5 requires 0 = 43-9 ; H = 7-3 per cent. It was therefore practically anhydrous. Fenta-acetyl-l-quercitol, CgIl5.(0*C2H30)g. When ^quercitol is heated with acetic anhydride and sodium acetate, a vigorous reaction takes place before the boiling point of the anhydride is reached. After boiling for about one hour, the mixture was poured into water, when a heavy oil separated, which in a few minutes became solid. After recrystallisation from dilute alcohol, the substance was obtained in a pure state. Penta-acetyW-quercitol crystallises in colourless needles, which melt at 124—125° when anhydrous, and at 87—97° when containing benzene of crystallisation. A determination of its specific rotatory power in chloroform solution gave the following result ; a = 0°42'; ^ = 1 dcm. ; c = 2-697 ; [a]D-26-0°. It is readily soluble in alcohol, ethyl acetate, acetone, benzene, ether, and chloroform, sparingly so in light petroleum, and insoluble in water. When crystallised from benzene, or a mixture of benzene and light petroleum, it contains one molecule of benzene, but from dilute alcohol it separates in an anhydrous state. The anhydrous acetyl derivative was analysed : 0-1320 gave 0-2467 CO2 and 0-0706 H2O. 0 = 51-0; H = 5-9. 0-1068 „ 0-2007 CO2 „ 0-0576 H2O. 0 = 51-2; H = 5-9, Oj^gHggOjo requires 0 = 51-3; H = 5-8 per cent.