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A Manual of the Chemistry of the Carbon Compounds

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THE OARBON COMPOUNDS. 371<br />

1*4 Para-oxyknzoic Add,—This third isoraeric acid is obtained by<br />

<strong>the</strong> action <strong>of</strong> nitrous acid upon an aqueous solution <strong>of</strong> paramidobenzoic<br />

acid, as well as by <strong>the</strong> action <strong>of</strong> fusing caustic potash upon<br />

anisic acid, paracreaol and many resins (gum benzoin, aloes, dragon'sblood,<br />

&c).<br />

It is much more soluble in water than salicylic acid, and crystallizes<br />

in monoclinio prisms, with one molecule <strong>of</strong> water. It melts at 210°,<br />

decomposing at <strong>the</strong> .same time partly into carbon dioxide and phenoL<br />

Its aqueous solution gives with ferric chloride a yellow precipitate.<br />

Phosphorus pentachloride converts it into parachlorobenzoyl chloride.<br />

Anisyl Aldehyde, or Methyl-pwa-oscybeimiMehydB C6H4| QQJJ 8 -—<br />

The volatile oils <strong>of</strong> Pimpinclla Anisa, Anetfoum Faimulvm, Artemisia<br />

Dtacwmtlus, and o<strong>the</strong>r UmbelliferiB, and <strong>the</strong> oil <strong>of</strong> Jllidum anisaium,<br />

contain as principal constitutent anethl C6H4 ] n JJ ** which, by <strong>the</strong><br />

action <strong>of</strong> dilute nitric acid or chromic acid, is oxidized to anisyl<br />

aldehyde, an oily liquid, boiling at 248°, and possessing an aromatic<br />

odour. It forms with <strong>the</strong> acid sulphites <strong>of</strong> <strong>the</strong> alkali-metals crystalline<br />

compounds, and combines with nascent hydrogen with <strong>the</strong><br />

formation <strong>of</strong> Anisyl alcohol or methyl-parcMicybenzj/l akohol<br />

( OCH<br />

CjH^ i QH 6H' wn * c k crystallizes in shining prisms, melting at 28°,<br />

and boiling at about 250°. It has a faint odour and burning taste;<br />

on heating it with hydrochloric acid it is converted into <strong>the</strong> liquid<br />

anisyl chloride C6H4 1 ° 5 &<br />

AnisicAcid,otMeihyl-para-oxybe'imieAeidC^L^ QRQ'JI, is formed<br />

by <strong>the</strong> prolonged action <strong>of</strong> oxidizing agents upon <strong>the</strong> above-mentioned<br />

oils, ana on paracresol-methyl-e<strong>the</strong>r, and has also been produced by<br />

heating para-oxybenzoio acid with caustic potash and methyl iodide.<br />

It crystallizes in colourless needles, melting at 175°, and subliming<br />

without undergoing decomposition. By heating it with hydrochloric<br />

acid or hydriodic acid, or by fusing it with caustic potash, it yields<br />

para-oxybenzolc acid, and by distillation with caustic baryta it is<br />

resolved into carbon dioxide and anisol.<br />

Nitrani&ie Aeid O^NOj) j j^oJcftl is obtained by acting on oil <strong>of</strong><br />

anise-seed with not nitric acid <strong>of</strong> specific gravity <strong>of</strong> 1°*4, and forms small<br />

glistening needles, melting at 180*,<br />

Einitranisio Aeid C^CNO^ {^Q^JJ is formed toge<strong>the</strong>r with<br />

di« and trinitranisol, when nitranisic acid is boiled with fuming<br />

nitric acid. It crystallizes from hot water in large yellowish, sinning<br />

needles, melting at 173°. In alcoholic potash it dissolves with a fine<br />

red colour, and boiling alkalis decompose it with <strong>the</strong> formation <strong>of</strong><br />

dinitropara-oxybenzoic acid.<br />

2

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