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A Manual of the Chemistry of the Carbon Compounds

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THE CARBON COMPOUNDS. 226<br />

ammonium salt <strong>of</strong> this aoid is produced by heating an aqueous solution<br />

<strong>of</strong> aspatagin to 120°. To prepare <strong>the</strong> acid, asparagin is boiled with<br />

baryta-water; ammonia is given <strong>of</strong>f, and barium aspartate is formed,<br />

which is decomposed by sulphuric acid, and <strong>the</strong> solution evaporated<br />

to crystallization. It is a bibasic acid, forming crystalline salts.<br />

When <strong>the</strong> acid silver salt is heated with ethyl iodide <strong>the</strong> e<strong>the</strong>r<br />

f CO OH<br />

0 A(NHJH QO (Jog k formed, a crystalline solid, which by <strong>the</strong><br />

action <strong>of</strong> aqueous ammonia yields asparagin and ethyl alcohol.<br />

FUMABIO ACID AND MALEIC ACID C4H404.<br />

These two isomerio acids are obtained by heating malic acid :—<br />

C4H006 =<br />

Maleic acid distils over toge<strong>the</strong>r with water, and is obtained in<br />

crystals on evaporating <strong>the</strong> distillate. It forms large plates, and is<br />

very soluble in water. It melts at about 130°, and when kept at that<br />

temperature for some time it is transformed into fumaric acid, which<br />

on stronger heating is decomposed into water and rnaleio anhydride<br />

C4H%08, a compound which again combines with water, forming<br />

maleic acid.<br />

Ftnmrie Add occurs also in many plants (Corydalis, Futnaria,<br />

and Glauoium species),<br />

It is most conveniently obtained by exposing malic acid for some<br />

time to a temperature <strong>of</strong> 120°—150°, It crystallizes in prisms and<br />

is sparingly soluble in water, •<br />

The two i8omeric acids combine with nascent hydrogen, both being<br />

converted into snccinio acid. They also combine readily with bromine j<br />

fumario acid yielding bibromosuccinic acid, from which it follows<br />

that <strong>the</strong> constitution <strong>of</strong> fumaric acid is expressed by <strong>the</strong> following<br />

formula:—<br />

Fumario Acid, Bibromosuocinio Acid.<br />

CH.CO.OH CHBr.CO.OH<br />

IH.CO.OH CHBr.CO.OH<br />

h<br />

M&leio acid forma with bromine wMbromMUCtrinie add, <strong>the</strong> con-<br />

CHa.CO.OH<br />

stitution <strong>of</strong> which appears to be I , according to which<br />

CBrj.00.OH<br />

maleic acid would contain an atom <strong>of</strong> carbon with free combining<br />

units.

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