330 BENZOIC ACID. 



point, 234-235), and Pentabrombenzoic add, C 7 HBr 6 2 

 (fusing point, 234-235 ), are formed by heating benzoic 

 acid with bromine to 200 and over. 



Paraiodobenzoic acid, C 7 IPI0 2 . From paraiodo- 

 toluene by oxidation. Colorless scales ; fusing point, 

 250. 



Fluorbenzoic acid, C 7 IFF10 2 . Is produced by 

 treating diazoamidobenzoic acid with hydrofluoric 

 acid. Shombic prisms ; fusing point, 182. 



Orthonitrobenzoic acid, C 7 IF(^0 2 )0 2 . Is obtained 

 by oxidation of nitrociniiamic acid (which see). Easily 

 soluble in water, fuses at 232. Metanitrobenzoic acid 

 is formed by treating benzoic acid with hot very con 

 centrated nitric acid, or with a mixture of sulphuric 

 and nitric acids. Crystallizes in fine needles or laminae, 

 which fuse at 141-142. Paranitrobenzoic add (Nitro- 

 dracylic acid) is produced by the oxidation of para- 

 nitrotoluene. Slightly yellowish colored laminae, that 

 fuse at 240. Much less easily soluble in water than 

 the two isomeric compounds. 



Dinitrobenzoic acid, C 7 H 4 (M) 2 ) 2 q 2 . By continued 

 heating of metanitrobenzoic acid with a mixture of 

 nitric and sulphuric acids. Crystallizes from water in 

 large, very thin quadratic plates; from alcohol in prisms. 

 Fusing point, 204-205. 



By treating chlor- or brombenzoic acids with nitric 

 acid, there are formed chlornitro- and bromnitrobenzoic 

 adds. From metabrombenzoic acid are formed simul 

 taneously two isomeric modifications a-bromnitrobenzoic 

 add (fusing point, 246-248, but very slightly soluble 

 in water), and ^bromnitrobenzoic add (fusing point, 140- 

 141, more easily soluble in water). 



Ortho^amidobenzoic acid (Anthranilic acid), 

 C 6 II 4 (NH 2 ).CO.OH. Is formed, when indigo (1 part) 

 is boiled with soda-ley (10 parts, of 1.38 specific 

 gravity) for several days, finely powdered black oxide 



