— 200 — 



Dicarvacrol. Cousin and Herissey 1 ) have lately prepared dicarvacrol 

 (dehydrocarvacrol), the analogue of dithymol, a substance which they had 

 already described on a previous, occasion' 2 ). The method consisted in 

 diluting 40 cc. carvacrol in 400 cc. of 95°/o alcohol with 300 cc. of 26°/o 

 ferric chloride solution and leaving the mixture standing for 10 days. 

 Pure dicarvacrol melts at 165 to 166°, and is insoluble in water, but 

 readily soluble in alcohol, ether and alkalies. For purposes of identification 

 the authors prepared the dimethylether and the diacetyl and dibenzoylcom- 

 pounds, all of which melted more or less approximately at 110°, 182° to 

 183°, and 185° respectively. 



(1) H 3 C X /CH 3 (1) 



(2) HO^H 2 C 6 -C 6 H 2 <-OH (2) 

 (4) (H 8 C) 2 : HC/ X CH : (CH 3 ) 2 (4) 



Dicarvacrol 



Isosafrol. In a paper entitled "Studies in the adrenalin-series", 

 C. Mannich, in conjunction with W. Jacobsohn 3 ) describes a series of iso- 

 safrol-derivates, to which a brief reference only may here be made. The 

 authors, by brominating isosafrol in light petroleum, obtained isosafrol- 

 dibromide (I), a crystalline compound melting between 52 and 53°, which 

 had already been prepared previously, although not in the crystalline form, 

 by Wallach and Pond 4 ). When a solution of isosafrol dibromide in acetone 

 is diluted with water, cc- hydroxy -/?-bromo-dihydroisosafrol (II) (isosafrol- 

 bromo-hydrin), an oil of a pale colour, is formed. If this body is heated 

 with alcoholic potash liquor, the result is isosafrol oxide (III), a colourless 

 oil, b. p. 144 to 148° (13 mm.). Heating isosafrol dibromide with methyl 

 alcohol on a water bath for 3 hours gives rise to a-methoxy-/?-bromo-dihydro- 

 isosafrol (IV). This is an oil which boils at 148 to 149° (4 mm.), and, when 

 heated for 6 hours in a sealed tube with a solution of methylamine in absolute 

 alcohol, yields the methyl ether of /^-methyl-adrenalin methylene ether (V), 

 a colourless oil boiling at 159 to 160° (12 mm.). The hydrochloride melts 

 at 202° with slight decomposition. The action of methylamine upon iso- 

 safrol bromohydrin and isosafrol oxide, as well as of dimethylamine upon 

 isosafrol gives rise to bases of which the constitution has not yet been 

 ascertained definitely. 



/Ox 



I. CH 2 < >C 6 H 3 CHBrCHBrCH 3 



/°\ 



II. CH 2 < >C 6 H 3 CH(OH)CHBrCH 3 



X (K 



1 ) Compt. rend. 150 (1910), 1333; Bull. Soc. chim. IV. 7 (1910), 661; Journ. de Pharm. 

 et Chim. VII. 2 (1910), 49. 



2 ) Journ. de Pharm. et Chim. VI. 26 (1907), 487; Report April 1908, 157. 

 :} ) Arch, der Pharm. 248 (1910), 166. 



*) Berl. Berichte 28 (1895), 2719. 



