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A Manual of the Chemistry of the Carbon Compounds

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220 THE CHEMISTRY OF<br />

<strong>the</strong> boiling-point and filtered. On cooling, crude sncoinic acid crystallizes<br />

out, which is easily freed from adhering empyreumatie oils by<br />

heating it with nitric acid.<br />

It may also conveniently he prepared from <strong>the</strong> crude calcium salt<br />

<strong>of</strong> malic acid, which can be procured in large quantities from, <strong>the</strong> unripe<br />

berries <strong>of</strong> <strong>the</strong> mountain ash or from rhubarb-stalks (see Malic<br />

Acid}. On adding six parts <strong>of</strong> water and a. fourth part <strong>of</strong> brewer's yeast<br />

to this salt, and keeping <strong>the</strong> mixture at a temperature <strong>of</strong> 30°^—40° for<br />

a few days, carbon dioxide is evolved and acetic acid and calcium<br />

succinate are formed, probably according to <strong>the</strong> following two<br />

reactions:—<br />

(1) 0tH6O6 + H20 = O,H4Ot + 2CO, + H3<br />

(2) 0^0, +H, =C4Hu04 + H2O<br />

To obtain <strong>the</strong> free acid, <strong>the</strong> calcium salt is decomposed by sulphuric<br />

acid.<br />

Succinic acid crystallizes in monoclinic prisms, melting at 180*<br />

and decomposing at 235° into water and succinic anhydride. It is<br />

soluble in about twenty-three parts <strong>of</strong> cold water and very readily in<br />

boiling water. By passing a galvanic current through a concentrated<br />

solution <strong>of</strong> potassium succinate <strong>the</strong> acid is decomposed into e<strong>the</strong>ne,<br />

carbon dioxide, and hydrogen:—•<br />

"When an aqueous solution <strong>of</strong> <strong>the</strong> acid containing an manic salt is<br />

exposed to sunlight it splits up into propionic acid and carbon<br />

dioxide;—<br />

The sucoinates <strong>of</strong> <strong>the</strong> alkali-metals are readily soluble in water;<br />

those <strong>of</strong> <strong>the</strong> o<strong>the</strong>r metals ei<strong>the</strong>r sparingly soluble or insoluble. By<br />

adding a neutral solution <strong>of</strong> ferric chloride to a neutral succinate a<br />

brown gelatinous precipitate <strong>of</strong> ferric succinate is formed. This reaction<br />

is made use <strong>of</strong> for <strong>the</strong> detection <strong>of</strong> this acid and for <strong>the</strong> separation<br />

<strong>of</strong> iron from manganese.<br />

f C H<br />

JSthyl Shtetinate C«H4O4-< Q 2 TT B is a colourless, oily liquid, insoluble<br />

in water, and boiling at 217°. It is obtained by passing hydrochloric<br />

acid gas into a solution <strong>of</strong> succinic acid in alcohol.<br />

f C H<br />

Eihylsuccmic Acid C4H4Ot-J X s is produced by heating succinic<br />

anhydride with absolute alcohol. It is a syrupy, sour liquid, soluble<br />

in water and forming soluble salts.<br />

Smxinic Anhydride C4H4OS is most conveniently prepared by distilling<br />

succinic acid with phosphorus pentoxide. It forms shining

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