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A Manual of the Chemistry of the Carbon Compounds

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130 THE CHEMISTRY OF<br />

colourless liquid, boiling at 60°, and possessing a pungent smell, irri-<br />

.taMng <strong>the</strong> eyes. With hydrochloric acid it forms a liquid compound<br />

boiling at 95°, which by water is decomposed into carbon dioxide<br />

and ethylamine. The same products are formed when <strong>the</strong> carbimide<br />

is boiled with cauBtic potash:—<br />

N + H2O = C ***} N + CO2<br />

When gaseous cyanic acid is passed into absolute alcohol, so much<br />

heat is evolved that <strong>the</strong> liquid begins to boil. On cooling, colourless<br />

shining prisms <strong>of</strong> ethyl allophanate C2H8N!Og.Ci!H6 crystallize out.<br />

By <strong>the</strong> action <strong>of</strong> caustic baryta on this e<strong>the</strong>r <strong>the</strong> barium salt <strong>of</strong><br />

allophanic acid C2H4N30? is obtained, but from this salt <strong>the</strong> free acid<br />

cannot be isolated, nor indeed are o<strong>the</strong>r salts known. A series <strong>of</strong><br />

allophanic e<strong>the</strong>rs, however, has been prepared by acting with cyanic<br />

acid on different alcohols.<br />

When barium allophanate is treated with a dilute acid, carbon<br />

dioxide is given <strong>of</strong>f and urea is formed. This decomposition explains<br />

<strong>the</strong> constitution <strong>of</strong> allophanic acid, which stands to biuret in <strong>the</strong><br />

same relation as carbamic acid to urea:—<br />

Biuret. Allophanic Acid.<br />

/CON^ fCONH<br />

Ethyl SnlpJiocyanate ^ J- S, a colourless oily liquid, boiling at<br />

146°, and possessing a smell like leek, is formed by distilh'ng a mixture<br />

<strong>of</strong> potassium sulphocyanate and potassium ethylsulphate, When<br />

this e<strong>the</strong>r is heated with sulphuric acid, a copious evolution <strong>of</strong> carbon<br />

dioxide take3 place, and a colourless volatile liquid, having a strong<br />

alliaceous smell, is formed, which has <strong>the</strong> composition and <strong>the</strong> same<br />

boiling-point as ethyl xanthate. These bodies are, however, not identical,<br />

for whilst <strong>the</strong> latter compound is decomposed by an alcoholic<br />

solution <strong>of</strong> potash into potassium ethyl sulphocarbonate and ethyl<br />

hydrosulphide, <strong>the</strong> isomeric compouud, which has been called carbonyMisulpluhdiethyl,<br />

yields by <strong>the</strong> same treatment potassium carbonate<br />

and ethyl hydrosulpliide. The cause <strong>of</strong> this isomerism is<br />

explained by <strong>the</strong> following equations:—-<br />

Ethyl Xanthate.<br />

c s \ OG;H5 + H<br />

<strong>Carbon</strong>yl'disulphodiothyl.<br />

ElhykidphocarUmide or Ethyl Mustard-oil N-< A^r, which is iso-

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