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A Manual of the Chemistry of the Carbon Compounds

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236 THE 0HEMI8TRY OF<br />

It crystallizes in shining prisms, melting at 148°, and is readily<br />

soluble in boiling water, but only sparingly in cold water.<br />

When one molecule <strong>of</strong> adipic acid is heated with two molecules <strong>of</strong><br />

bromine to 160°, monobromadipic add C^H^BrO- is formed, which by<br />

<strong>the</strong> action <strong>of</strong> caustic potash is transformed into adipomalie add<br />

C,Hj(OH)(CO.OH)2, a body resembling malic acid. By heating<br />

adipic acid with four molecules <strong>of</strong> bromine, dibromadipie add is produced,<br />

a very unstable compound, which, when heated with water to<br />

150°, yields adijpotarttmc add 0,He(OH)fl(CO.0H)2> crystallizing in<br />

thin monoclinic plates. It resembles tartaric acid, forming aa acid<br />

potassium salt, which is but sparingly soluble in water.<br />

Dimcthylswcinic Add C6HJ0O4 has been obtained by <strong>the</strong> action<br />

<strong>of</strong> silver-dust on a bromopropionic acid :—<br />

OO.OH Cff8 OO.OH<br />

CHBr<br />

CH^CO.OH<br />

+ Aga Ag2 =<br />

YH.<br />

I |<br />

OH,<br />

+ 2AgBr<br />

On evaporating its solution it is left behind as a colourless syrupy<br />

liquid.<br />

Pimelia Add CyB^O^.—TheTe are some doubts whe<strong>the</strong>r this acid<br />

exists among <strong>the</strong> oxidation-products <strong>of</strong> fats, but it has been obtained<br />

by fusing camphoric acid CoH14(COjH)3 with caustic potash. It is<br />

crystalline, and melts at 114.<br />

Suberic Acid C8HMO4 was first obtained by oxidizing cork with<br />

nitric acid. It can be easily obtained in quantity by boiling castoroil<br />

with nitric acid, fusing <strong>the</strong> resulting solid mass, and exhausting<br />

it with cold e<strong>the</strong>r, in which suberic acid is scarcely soluble. It crystallizes<br />

from a boiling aqueous solution in long needles or plates,<br />

melting at 140°. When heated with caustic baryta it yields liexane,<br />

besides o<strong>the</strong>r products :—<br />

By <strong>the</strong> same reactions by which sucoinio acid is converted into<br />

malic acid and tertario acid, suberic aoid has been transformed<br />

into suhcromalic add C6HU(OH)(CO.OH)S and snberotartaric add<br />

C8H10(OH)g(0O.OH), which are both very soluble in water, and do<br />

not crystallize.<br />

Axelaic Add CLHKA is formed, toge<strong>the</strong>r with suberic acid, by<br />

oxidizing castor-oil. It is readily soluble in cold e<strong>the</strong>r, sparingly in<br />

cold water, and more freely in boiling water. It oiystallizea in large,<br />

thin, shining plates or needles, melting at 106°. On heating with<br />

caustic baryta it yields hptane CjB.w<br />

Sebadc Add C10H1804 is obtained, toge<strong>the</strong>r with metbyl-hexyl

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