NITRO-BENZOL, ROBURITE, BELLITE, PICRIC ACID, &c.
Explosives derived from Benzene—Toluene and Nitro-Benzene—Di- and
Tri-nitro-Benzene—Roburite: Properties and Manufacture—Bellite:
Properties, &c.—Securite—Tonite No. 3.—Nitro-Toluene—
Nitro-Naphthalene—Ammonite—Sprengel's Explosives—Picric Acid—
Picrates—Picric Powders—Melinite—Abel's Mixture—Brugère's Powders—
The Fulminates—Composition, Formula, Preparation, Danger of, &c.—
Detonators: Sizes, Composition, Manufacture—Fuses, &c.
~The Explosives derived from Benzene.~—There is a large class of explosives made from the nitrated hydro-carbons—benzene, C_{6}H_{6}; toluene, C_{7}H_{8}; naphthalene, C_{10}H_{8}; and also from phenol (or carbolic acid), C_{6}H_{5}OH. The benzene hydro-carbons are generally colourless liquids, insoluble in water, but soluble in alcohol and ether. They generally distil without decomposition. They burn with a smoky flame, and have an ethereal odour. They are easily nitrated and sulphurated; mono, di, and tri derivatives are readily prepared, according to the strength of the acids used. It is only the H-atoms of the benzene nucleus which enter into reaction.
Benzene was discovered by Faraday in 1825, and detected in coal-tar by Hofmann in 1845. It can be obtained from that portion of coal-tar which boils at 80° to 85° by fractionating or freezing.[A] The ordinary benzene of commerce contains thiophene (C_{4}H_{4}S), from which it may be freed by shaking with sulphuric acid. Its boiling point is 79° C.; specific gravity at 0° equals 0.9. It burns with a luminous smoky flame, and is a good solvent for fats, resins, sulphur, phosphorus, &c. Toluene was discovered in 1837, and is prepared from coal-tar. It boils at 110° C., and is still liquid at 28° C.
[Footnote A: It may be prepared chemically pure by distilling a mixture of benzoic acid and lime.]
The mono-, chloro-, bromo-, and iodo-benzenes are colourless liquids of peculiar odour. Di-chloro-, di-bromo-benzenes, tri- and hexa-chloro- and bromo-benzenes, are also known; and mono-chloro-, C_{6}H_{4}Cl(CH_{3}), and bromo-toluenes, together with di derivatives in the ortho, meta, and para modifications. The nitro-benzenes and toluenes are used as explosives. The following summary is taken from Dr A. Bernthsen's "Organic Chemistry":—
SUMMARY. ____________________________________________________________________ | | | C_{6}H_{5}(N0_{2}) Nitro-benzene. Liq. B.Pt. 206° C. | | | | C_{6}H_{4}(NO_{2}){2} Ortho-, meta-, and para- di-nitro-benzenes. | | Solid. M.P. 118°, 90°, and 172° C. | | | | C{6}H_{3}(NO_{3})_{3} S.-Tri-nitro-benzene. Solid. M.P. 121° C. | |____________________________________________________________________| | | | C_{6}H_{4}(CH_{3})NO_{2} Ortho-, meta-, and para- nitro-toluenes. | | B.P. 218°, 230°, and 234° C, Para compound solid. | |____________________________________________________________________| | | | C_{6}H_{3}(CH_{3}){2}NO{2} Nitro-xylene. Liquid. | |____________________________________________________________________| | | | C_{6}H_{2}(CH_{3}){3}NO{2} Nitro-mesitylene. Solid. | |____________________________________________________________________| | | | C_{6}H_{3}(CH_{3})(NO_{2})_{2} Di-nitro-toluenes. | |____________________________________________________________________| | | | C_{6}H_{4}Cl(NO_{2}) Nitro-chloro-benzenes. | | | | C_{6}Br_{4}(NO_{2})_{2} Tetra-bromo-di-nitrobenzene. | |____________________________________________________________________|
The nitro compounds are mostly pale yellow liquids, which distil unchanged, and volatilise with water vapour, or colourless or pale yellow needles or prisms. Some of them, however, are of an intense yellow colour. Many of them explode upon being heated. They are heavier than water, and insoluble in it, but mostly soluble in alcohol, ether, and glacial acetic acid.
Nitro-benzene, C_{6}H_{5}(NO_{2}), was discovered in 1834 by Mitscherlich. It is a yellow liquid, with a melting point of +3° C. It has an intense odour of bitter almonds. It solidifies in the cold. In di-nitro-benzene, the two nitro groups may be in the meta, ortho, or para position, the meta position being the most general (see fig., page 4). By recrystallising from alcohol, pure meta-di-nitro-benzene may be obtained in long colourless needles. The ortho compound crystallises in tables, and the para in needles. They are both colourless. When toluene is nitrated, the para and ortho are chiefly formed, and a very little of the meta compound.
~Nitro Compounds of Benzene and Toluene.~—The preparation of the nitro derivatives of the hydrocarbons of the benzene series is very simple. It is only necessary to bring the hydrocarbon into contact with strong nitric acid, when the reaction takes place, and one or more of the hydrogen atoms of the hydrocarbon are replaced by the nitryl group (NO_{2}). Thus by the action of nitric acid on benzene (or benzol), mono-nitro-benzene is formed:—