BENZENE. 255 



carbon chloride), C 6 C1 6 , is easily formed by the action 

 of antimony chloride on benzene ; and is also produced 

 when the vapor of chloroform or carbon chloride 

 (C 2 C1 4 ) is passed through a tube heated to red-heat, 

 or acetylene tetrachloride (p. 132) is heated for some 

 time at 360. Long, colorless, thin prisms. Fusing 

 point, 222-226 ; boiling point, 332. 



Compounds isomeric with these (C 6 H 4 C1 2 , liquid, 

 boiling point, 175: C 6 IPC1 3 , fusing point, 60: 

 C 6 H 2 C1 4 , fusing point, 35; boiling point, 253: 

 C 6 IIC1 5 , fusing point, 198-199) are produced, when 

 the products, obtained from benzene with chlorine 

 without iodine, or from sulphobenzide with chlorine, 

 are treated with alcoholic potassa. 



Bromine substitution-products. When bromine 

 is allowed to act upon benzene at the ordinary tem 

 perature, monobrombenzene and a trace of dibromben- 

 zene are formed very slowly ; at a higher temperature 

 substitution-products containing more bromine are pro 

 duced. These compounds are also obtained by the 

 action of phosphorus bromide on phenol and its sub 

 stitution-products. Monobrombenzene, C 6 H 5 Br, is a 

 liquid, boiling at 154. Paradibrombenzene, C 6 H 4 Br 2 , 

 crystals, fusing point, 89 ; boiling point, 219. 

 Together with this is produced, in small quantity, an 

 isomeric compound, that fuses at 1, and boils at 214. 

 By replacing the amide group in dibromanilin (bromi- 

 nated bromanilin) by hydrogen, a third modification 

 of dibrombenzene is obtained, which boils at 215, and 

 does not congeal at 28. Tribrombenzene, C 6 IPBr 3 . 

 Needles of a silky lustre, fusing point, 44, sublimes 

 without decomposing. A second variety of tribrom- 

 benzene is formed as a secondary product, in the pre 

 paration of dibrombenzene from dibromanilin, and 

 l3y the replacement of the amide group of tribromam- 

 lin by hydrogen. White, broad needles ; fusing point, 

 118.5. Tetrabrombenzene, C 6 H 2 Br 4 , needles, which fuse 

 at 137-140. The tetrabrombenzene, obtained from 

 tribromphenol by the action of phosphorus bromide, 

 appears to be different from this compound, obtained 



