92 Report of Schimmel § Co. 1922. 



to 59,5°, b. p. 210 to 211° (5 mm.); salicylate, b. p. 170 to 175° (7 mm.); cinnamate, 

 m. p. 33 to 34°, b. p. 228 to 230° (22 mm.); acetylsalicylate, m. p. 25.5 to. 26.0° b. p. 197 

 to 200° (7 mm.). 



Benzyl Benzoate. — E, C. Mason and E. C. Pieck 1 ) did not notice any change worth 

 mentioning in the respiration of dogs after an intravenous injection of 2 cc. of 10 percent, 

 benzyl benzoate solution; breathing became flatter after art injection of 4cc., the blood 

 pressure decreased and the contractions of the pylorus became feebler. The latter 

 ceased altogether after an injection of 6 cc. (the breathing stopped at the same time, 

 causing death). The solution had only a slight effect on the tension of the small 

 intestine; lage doses may cause hearth failure. The action on the uterus was very 

 feeble, the increase of the pressure in the artery of the lungs inconsiderable, whereas 

 no extension of the bronchioles could be proved. 



According to E. A. Heller and E. Steinfield 2 ) daily injections, repeated for four 

 days, of 1 cc. each and one injection of 1.5, 2 and 2.5 cc, respectively, of benzyl 

 benzoate per kilo of weight had no effect on the number of white corpuscles in rabbits. 

 After larger doses the animals became sleepy and faint, one of them died. 



Bromostyrene. — Theoretically, three monobromostyrenes substituted in the side- 

 chain are possible, i. e., the two stereoisomerides with the formula Ph • CH : CHBr and 

 the body PhCBr:CH 2 . Two isomerides are hitherto known, namely one ^-bromo- 

 styrene PhChhCHBr (A) and the «-bromostyrene PhCBr:CH 2 (B). Ch. Dufraisse 3 ) 

 succeeded in obtaining the third isomeride, the other w-bromostyrene (C), from bromo- 

 benzalacetophenone and powdered caustic soda: m. p. — 8 to — 7°; b. p. 71° (6 to 

 7 mm.); d 2 oo 1.426; n DM . 5 o 1.5990. Phenylacetylene resulted as by-product. Furthermore, 

 the author obtained, by heating sodium dibromohydrocinnamate with sodium carbonate, 

 according to Nef 4 ), the well-known ^-bromostyrene (m. p. +6 to 7° 5 ); b. p. 107° (22 to 

 23 mm.); d 20 o 1.422; n D20 . 5 o 1.6094), and from phenylacetylene and hydrogen bromide, 

 «-bromostyrene, m. p. — 43°; b. p. 71° (7 to 8 mm.); d 20O 1.406; n D19 . 50 1.5881. 



With alcoholic potash solution the three bromostyrenes yield phenylacetylene. 

 The bodies A and C, on treatment with bromine, gave rise to identical tribromostyrenes 

 Ph CHBrCHBr 2 , m. p. 37 to 38°; thus the constitution of the three bromostyrenes as 

 given above is proved to be correct. 



The two geometrical isomerides of the m.'p. -f- 6 to 7° and — 8 to — 7°, according 

 to observations by the same author 6 ), undergo most readily a mutual but partial 

 rearrangement under the influence of sun-light. Strangely, the stable form (m. p. +7°) 

 obtains equilibrium sooner than the other modification. The mixture of the iso- 

 merides, when equilibrium is reached, melts at -J-2° and shows the same odour as 

 the stable form. 



On exposure to the air, «-bromostyrene is readily oxidised to bromoacetophenone. 

 Since freshly-distilled "-bromostyrene shows no irritating action on the mucous mem- 

 branes, Dufraisse 7 ) is of opinion that the irritation caused by older preparations must 

 be ascribed to the presence of bromoacetophenone. 



x ) Joum. ofLaborat. and Clin. Med. 6 (1920), 62. As per Chem. Zentralbl. 1921, III. 495. — 2 ) New York 

 med, Journ. 112 (1920), 160. As per Chem. Zentralbl. 1921, I. 507. — 3 ) Compt, rend, 171 (1920), 960. — 

 *) Liebitfs Annalen 308 (1899), 267. — 8 ) With our own preparations we observed: — sol. p. ±0 to 2.5°; the 

 m. p. stated above must therefore be regarded with some suspicion. — e ) Compt. rend. 172 (1920), 67. — 

 ') iMAeto 172 (1921), 162. 



