Online Encyclopedia

PHTHALIC

Online Encyclopedia
Originally appearing in Volume V22, Page 32 of the 1911 Encyclopedia Britannica.
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PHTHALIC ACID Sodium amalgam (cold) Alkali A 2'e DIHYDRO < Hydrobromide with ll alcoholic potash A 2.4 DIHYDRO I Anhydride with acetic anhydride Sodium amalgam ± acetic acid ( A3.5 DIHYDRO (TRANS.) {\/` Acetic anhydride 43.5 DIHYDRO (CIS.) A 1.4 D11:MR0 Sodium amalgam Boil with water suberyl bromide. Cyclo-heptene, C7H12, is obtained by the action of alcoholic potash on suberyl iodide; and from cyclo-heptane carboxylic acid, the amide of which by the action of sodium hypobromite is converted into cyclo-heptanamine, which, in its turn, is destructively methylated (R. Willstatter, Ber., 1901, 34, 131). Cyclo-heptadiene 1.3, C7H15, is obtained from cyclo-heptene (Willstatter, loc. cit.). It is identical with the hydrotropilidine, which results by the destructive methylation of tropane. Euterpene (trimethyl-I.4.4-cyclo-heptadiene I.5), C10Ha5 is prepared from dihydroeucarveol. By the action of hydrobromic acid (in glacial acetic acid solution) and reduction of the resulting product it yields 1.2-dimethyl-4-ethylbenzene (A. v. Baeyer, Ber., 1897, 30, p. 2075). Cyclo-heptatriene (tropilidine), C,H8, is formed on distilling tropine with baryta; and from cyclo-heptadiene by forming its addition product with bromine and heating this with quinoline to 150—16o° C. (R. Willstatter, loc. cit.). Chromic acid oxidizes it to benzoic acid and benzaldehyde. With bromine it forms a di-bromide, which then heated to i io° C. decomposes into hydro-bromic acid and benzyl bromide. Cyclo-keptanol, CIH130H, is formed by the reduction of suberone, and by the action of silver nitrite on the hydrochloride of cyclohexanamine (N. I)emjanow, Centralblatt, 1904, i. p. 1214). Cyclo-heptanone (suberone), C,H,20, is formed on the distillation of suberic acid with lime, and from a-brom-cyclo-heptane carboxylic acid by treatment with baryta and subsequent distillation over lead peroxide (R. Willstatter, Ber.. 1898, 31, p. 2507). It is a colourless liquid having a peppermint odour, and boiling at 178.5–179.5° C. Nitric acid oxidizes it to n-pimelic acid. ( A2.5 DmvDRo Boil with water A1.5 DIHYDRO I Sodium amalgam Boil + NaOH A2 TETRAAIIYDRO A 1 TETRAHYDRO Dibromide on Hydrobromide Reduce alcoholic potash on reduction Remove H Br from A 1'3 DIHYDRO dibromide Cyclo-heptane Group. Cyclo-heptane (suberane), C7H14, obtained by the reduction of suberyl iodide, is a liquid which boils at 117° C. On treatment with bromine in the presence of aluminium bromide it gives chiefly pentabromtoluene. When heated with hydriodic acid to 230 C. it gives methylhexamethylene. On oxidation with nitric acid (sp. gr. 1.4) it yields pimelic acid. Disuberyl, C,H13•C7H13, a thick oily liquid, boiling at 290–291 ° C., is obtained by the reduction of A1'4 DIHYDRO
End of Article: PHTHALIC
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