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A Manual of the Chemistry of the Carbon Compounds

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TEE CABBON COMPOUNDS. 447<br />

a Dinitro-anthraquinone CMHJ(N0J)0J is obtained by boiling<br />

anthraquinone with concentrated nitric acid or a mixture <strong>of</strong> sulphuric<br />

and nitric acids for some hours. It is a pale-yellow substance, subliming<br />

above 250° in yellow needles.<br />

/3 Dinitro-anthraquinone.—This body is obtained, but only in a<br />

small quantity, toge<strong>the</strong>r with anthraquinone, when anthracene is<br />

boiled with common nitric acid. It crystallizes in yellow needles,<br />

and forms with anthracene a compound, crystallizing from benzene in<br />

splendid violet plates. It also combines with o<strong>the</strong>r hydrocarbons;<br />

all <strong>the</strong>se compounds crystallize well, and are distinguished by <strong>the</strong>ir<br />

brilliant colours.<br />

Amid(Mnth,raquinone (^^(NHglOj has been prepared by heating<br />

nitro-anthraqvtinone with a solution <strong>of</strong> sodium hydiosulphide. It is<br />

a bright brick-red powder, melting at 256°, and subliming in small<br />

needles. It does not appear to combine with acids.<br />

Diazo-anthraqninone Nitrate C14H^O3N5.NO8 is thrown down as a<br />

pale-red powder wheii nitrogen trioxide is passed into a solution <strong>of</strong><br />

<strong>the</strong> amide in e<strong>the</strong>r-alcohoL<br />

Diamido-arUhraqitinone C^H^NH^O;.—By heating a dinitroanthraquinone<br />

with an alkaline solution <strong>of</strong> stannous chloride or<br />

sodium hydrosulphide, it dissolves with a green colours and soon <strong>the</strong><br />

diamido-compound separates out as a vermilion-red colour, subliming<br />

in beautiful gftrnet*red needles having a beetle-green lustre.<br />

AnGiraquinom-monosulphonic And Ci4H.(SOsII)O.j is formed by<br />

heating anthraquinone with concentrated sulphuric acid to 250°. It<br />

is more freely soluble in water than in dilute acids, and crystallizes<br />

in yellow plates. The barium salt (CHH7O3S03)2Ba + H,0 is not<br />

very soluble in water, and forms indistinct plates. The calcium salt<br />

(CMH7OijSO3)3Ca is much more freely soluble, and does not crystallize<br />

well.<br />

Aidhraquinone-distiiphonic Add CuH0O u (SOsH)? is obtained lay<br />

dissolving anthracene in five parts <strong>of</strong> sulphuric acid at 280°. It is<br />

more soluble than <strong>the</strong> monosulphonic acid, and forms yellow crystals.<br />

Its salts do not crystallize well.<br />

This acid is also obtained by oxidizing dichlor- or dibvoniantluracene-disulfthonio<br />

acids :—<br />

CMHttCla(S08H)4 + Oa = CMHMO3(SOaH)a + Cl,<br />

or by heating dichlor- or dibromauthraccne with sulphuric acid:—<br />

CuHaCla(SO3H)a + SO2H2 = CUH9(O3)(SO3H)4 + SO2 + 2HC1<br />

The same acid has been produced by heating anthracene-disulphonic<br />

acid with manganese dioxide and dilute sulphuric acid.

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