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A Manual of the Chemistry of the Carbon Compounds

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THE CARBON COMPOUNDS, 327<br />

Thio-anilineS\ Q 6 g*3.—This bi-acid base is formed toge<strong>the</strong>r<br />

with hydrogen sulphide by heating aniline and sulphur toge<strong>the</strong>r with<br />

oxide <strong>of</strong> lead, <strong>the</strong> latter being added to remove <strong>the</strong> hydrogen<br />

sulphide as soon as it is formed, because it has a decomposing action<br />

on thio-aniline,<br />

Thio-aniline crystallises from a hot aqueous solution in long, thin<br />

silky needles, melting at 104°; when more strongly heated, <strong>the</strong>y are<br />

decomposed. With acids it combines, forming salts which all crystallize<br />

very readily. On adding potassium dichroinate to <strong>the</strong> solution <strong>of</strong> one<br />

<strong>of</strong> <strong>the</strong> salts, violet flakes, soluble in alcohol, are precipitated Thioaniline<br />

dissolves in concentrated sulphuric acid, forming a red or<br />

blue solution, which, when poured into water, yields a beautiful red<br />

liquid.<br />

DIAMIDOBENZENES C0H4 j<br />

Orthodiamidobenzene is formed by <strong>the</strong> reduction <strong>of</strong> orthonitraniline;<br />

it is readily soluble in water, and forms colourless crystals, melting at<br />

140°, and boiling at 267°.<br />

Paradiamidobenzene has been prepared by reducing dinitrobenzene<br />

or paranitraniline with tin and hydrochloric acid. On decomposing<br />

<strong>the</strong> hydroohloride thus formed with soda, <strong>the</strong> base separates out<br />

as a liquid, which gradually solidifies to a crystalline mass. It<br />

melts at 63°, and boils at 287°. It absorbs oxygen from <strong>the</strong> air, and<br />

changes soon into a brown mass,<br />

Metadiamidobenzene is obtained from metanitraniline. It forms<br />

brilliant white plates, melting at 99° and boiling at 252°.<br />

TRIAMIDOBENZENE<br />

"When triamidobenzoic acid is heated, it is resolved into carbondioxide<br />

and triamidobenzeno, a crystalline solid, melting at 104°, and<br />

boiling at 330°. Ita concentrated aqueous solution has an alkaline<br />

reaction, and gives, with ferric chloride, a violet precipitate, which<br />

soon turns brown. It reduces an ammoniacal silver solution, and<br />

gives, with sulphuric acid containing a trace <strong>of</strong> nitric acid, a deep<br />

blue liquid. Triamidobenzene forms crystalline salts, containing two<br />

equivalents <strong>of</strong> an acid,<br />

A20-DERIVATIVE8 OF BENZENK.<br />

Azoleiizene Q 6 TT 6 f N2 is obtained by distilling nitrobenzene with<br />

an alcoholic solution <strong>of</strong> potash. In this reaction <strong>the</strong> alcohol acts as<br />

a reducing agent, being oxidized to aldehyde. Azobenzene is also<br />

2

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