理工英文文献3.pdfVIP

3124 J. P. BAIN,A. H. BEST,B. L. HAMPTON, G. A. HAWKINSAND L. J. KITCHEN Vol. 72 crystallizations from ethanol. The ultraviolet absorption One to two gram samples of the alcohols were shaken with spectrum of the 2,4-dinitrophenylhydrazoneof VI1 in 95% 10ml. of aqueous 25-50% sulfuric acid at room tempera- ethanol had a prominent maximum at 361 mp (e = 23,400). ture for sixteen hours. Water was added and the mixture Anal. Calcd. for ClaHlz04N4: C, 54.16; H, 4.20. extracted with ether. The ethereal extract was shaken Found: C, 54.44; H, 4.36. with dilute sodium hydroxide solution, then with water Treatment of 12.8g. (0.12 mole) of XI dissolved in 10g. and finally dried over magnesium sulfate. The ether was of pyridine a t 0 with 14.0 g. (0.12 mole) of thionyl chlo- distilled and the residue fractionally sublimed. In each ride gave 2.8 g. (19%) of a chloride, b. p. 47.5-48.5 (11 case, the first fraction was alcohol while the second frac- mm.) which had nz5D 1.4932. The chloride appeared to tion was glycol. The alcohol fractions were analyzed be largely 3-chloronortricyclene on the basis of its infrared by their infrared spectra in carbon disulfide solutions. spectrum (Fig. 3) which showed very strong absorption With 25% acid only unchanged alcohol was recovered. a t 12.2-12.8 p . On quantitative hydrogenation in ethyl With 30-357, acid the starting material and considerable acetate the material absorbed 19% of the theoretical glycol were obtained while using 40% acid only glycol quantity of hydrogen for a dehydronorbornyl chloride. was isolated. With Soy0 acid no solid products were The reaction at 0 o