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A Manual of the Chemistry of the Carbon Compounds

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THE CARBON COMPOUNDS. 439<br />

large scale, and used in <strong>the</strong> place <strong>of</strong> benzoic acid in <strong>the</strong> manufacture<br />

<strong>of</strong> aniline-blue.<br />

a OxynapJUhoic Add CjgH^OHJCOgH is formed by action with<br />

sodium and carbon dioxide on a naphthol. It is sparingly soluble<br />

in water, and crystallizes in needles which are grouped in stars,<br />

and melt at 186°. Its solution is coloured pure-blue by ferric<br />

chloride.<br />

/9 OxynapJUhoic Acid is not so readily formed ; it crystallizes like<br />

<strong>the</strong> a acid, and gives with ferric chloride a blackish-violet colour.<br />

Naphthalene-Ucarhnic Adds O^H^COgH)^.—The nitriles <strong>of</strong> <strong>the</strong>se<br />

acids, which are isomeric with naphtualic acid (page 437), are produced<br />

by distilling <strong>the</strong> potassium salts <strong>of</strong> <strong>the</strong> different modifications<br />

<strong>of</strong> naphthalene-bromosulphonic, and disulphonic acids with potassium,<br />

cyanide. The nitrile from bromonaphthalenesulphouic acid yields a.<br />

naphthalene-bicarbonic acid, which is almost insoluble in water, and<br />

crystallizes in microscopic needles, melting at 240°.<br />

The o<strong>the</strong>r modifications have been but little studied.<br />

NAPHTHYL-PHENYMUHTHANE CH8<br />

This hydrocarbon has been prepared by heating a mixture <strong>of</strong><br />

benzyl chloride and naphthalene with zinc ; it forms brilliant needles,<br />

melting at 64°.<br />

a NapUhyl-phewyl Ketmie CO -I ~ 6 J| is produced by heating a<br />

mixture <strong>of</strong> benzene, a naphthoic acid, and phosphorus pentoxide. It<br />

crystallizes in short prisms, melting at 75°*5.<br />

0 Naphthylplienyl Ketone has been obtained by <strong>the</strong> same reaction<br />

from jS naphthoic acid. It forms tufts <strong>of</strong> white needles, melting<br />

at 82°.<br />

A mixture <strong>of</strong> <strong>the</strong>se two ketones is also formed by heating<br />

naphthalene with benzoic acid and phosphorus pentoxide.<br />

DlNAPHTHYLS C^H^<br />

DimpUhyl k obtained by <strong>the</strong> action <strong>of</strong> sodium on brouwnaphthalene,<br />

and toge<strong>the</strong>r with phthalic acid by oxidizing naphthalene with<br />

manganese dioxide and dilute sulphuric acid. It crystallizes in pearly<br />

scales, melting at 154°.<br />

Isodinaphthjl.—Thisisomerideis produced toge<strong>the</strong>r with hydrogen,<br />

by passing naphthalene repeatedly through a red-hot tube. It forms<br />

brilliant plates, melting at 200°, and boiling above 300°; its alcoholic<br />

solution exhibits a fine blue fluorescence.

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