The constituents of the seeds of Casimiroa edulis / by Frederick B. Power and Thomas Callan.

  • Frederick Belding Power
Date:
1911
Catalogue details

Licence: In copyright

Credit: The constituents of the seeds of Casimiroa edulis / by Frederick B. Power and Thomas Callan. 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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    The above results, together with the colour reactions yielded by this substance, established its identity as ipuranol. When heated with acetic anhydride it gave diacetylipuranol, which separated from alcohol in shining leaflets, melting at 166°. (Found, C — G9'7; H = 95. Calc., C = 69‘8; H = 9'5 per cent.) On heating the ipuranol, in pyridine solution, with benzoyl chloride, a dibenzoyl derivative was obtained, which, after crystal- lisation from a mixture of ethyl acetate and alcohol, separated in needles melting at 197°. A determination of the optical rotatory power of the ipuranol gave the following result : 0T708, made up to 20 c.c. with pyridine, gave ap — 0°41/ in a 2-dcm. tube, whence [a]D — 40'0°. Identification of the Fatty Acids. The ethereal liquid from which the ipuranol had been removed, as above described, was evaporated to a low bulk, and a large quantity of light petroleum added. This precipitated some resinous material, which was separated, after which the liquid was again' evaporated. A quantity (105 grams) of fatty acids was thus obtained, which, when distilled under diminished pressure, passed over between 200° and 230°/12 mm. In order to effect a separation of the solid and liquid acids, a portion (25 grams) of the mixture was converted into the lead 3alts, and the latter digested with ether, when the greater part dissolved. Both the soluble and insoluble portions were decom- posed by hydrochloric acid, and the liberated fatty acids separately examined. The Liquid Acids.—These acids, when distilled under diminished pressure, passed over between 235° and 250°/15 mm. as a yellow oil. An analysis and determination of the constants gave the following results: 0T026 gave 0’2906 C02 and 0‘1099 H20. C = 77‘2; H = 119. 0'2646 absorbed 0'4120 iodine. Iodine value= 155'7. 0-3094 neutralised 0'0621 KOII. Neutralisation value = 200’7. CjgH^Oo, requires C = 76 6; H-121 per cent. I.V. = 90’1; N.V. = 1989. GirII^O, requires C=77T; H = 11‘4 per cent. I.V. = 181‘4, N.V.= 200-4. requires C = 77‘7; H = 10'8 per cent. I.V. = 274'1; N.V. = 201-8. These results would indicate that the liquid acids consist of a mixture of oleic, linolic, and linolenic acids.