— 130 — 



and the m. p. 238 to 240 . When this body is reduced with zinc 

 and dilute acetic acid, there is obtained a pseudo carbamide 



/CH NH X 



C 7 H „/ I >CO 



\C(CH 3 ).NH/ 



melting at 224 . The latter is converted by the action of nitrous 

 acid in a corresponding nitroso compound, which melts at 16 1°, and 

 on reduction yields the pseudo-semicarbazide melting at 209 , from 

 which, by means of some aldehydes and ketones, y;-semicarbazones 

 could be produced and identified. 



G. B. Frankf orter and F. C. Frary 1 ) have published a work on 

 the production of several chloro-hydrochlorides of pinene 

 and firpene. The pinene used for the experiments had been produced 

 by steam-distillation from common oil of turpentine, and had the 

 following constants: b. p. 156 to 157 , d 2 oo 0,8647, n r>20° 146336, 

 [ a ]D-j-i4j34°- The crude material preparing for the chlorohydrochlorides 

 was pinene hydrochloride, the process was as follows : A definite quantity 

 of hydrochloride is dissolved in five parts by weight chloroform, and 

 whilst stirring an equal quantity of water is added, then the same 

 quantity potassium permanganate, and finally with care hydrochloric 

 acid (d 1,2). The two last-named reagents are added again from 

 time to time; an excess of chlorine must always be present. After 

 allowing the action to proceed for one week, the chloroform is driven 

 off, the amorphous solid residue allowed to crystallise from alcohol, 

 and purified in the usual manner. The reaction-product resembles in 

 its crystal-form pinene hydrochloride; it melts at 173 to 174 (corr.) 

 and, according to analysis, is a body of the formula C 10 H n Cl 5 • H CI, 

 i.e., pinene pentachlorohydrochloride. This compound could not 

 be obtained directly from pinene. 



By suitable modifications of the conditions of the reaction, the 

 hydrochlorides of pinene hexa- and nonachloride were obtained. 



Bromine by itself had scarcely any action on pinene hydrochloride; 

 only prolonged treatment of the hydrochloride with hydrobromic acid 

 in the presence of potassium permanganate and sulphuric acid yielded 

 an aromatic oil which appeared to be a bromide, but which could 

 not be obtained sufficiently pure in analytical form. 



Firpene. The firpene of G. B. Frankforter and F. C. Frary 

 mentioned in the above treatise was obtained by steam- distillation of 

 the crude turpentine of the so-called "Western fir". According to 

 elementary analysis and determination of molecular weight, the terpene 

 corresponded to the formula C 10 H 16 . Firpene differs in its odour and 



*) Journ. Amer. chem. Soc. 28 (1906), 1461. 



