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A Manual of the Chemistry of the Carbon Compounds

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362 TEE CHEMISTRY OF<br />

2CeH6.CO.OHa + POClj - 2C6H6.CQC1 4- NaOl + NaPO8<br />

C6H5.CO.ONa + C6HS.COC1 = j^CO } °<br />

+ NaC1<br />

The mass is exhausted with water, and <strong>the</strong> residue crystallized<br />

from alcohol. Benzoyl oxide forms rhombic prisms, melting at 42°,<br />

and boiling at 310°. By boiling water, it is slowly resolved into two<br />

molecules <strong>of</strong> benzole acid.<br />

JBeimyl-acetyl Oxide Q^'QQ \ 0 is produced by acting with acetyl<br />

ehlorido on sodium benzoate, or with benzoyl chloride on fused<br />

sodium acetate. It is a colourless, oily liquid, which by distillation<br />

is resolved into acetyl oxide and benzoyl oxide:—<br />

<br />

Benzoyl Dioxide rj'S'*fiQ*o f •—To prepare this compound, benzoyl<br />

chloride is mixed with pure barium dioxide, and <strong>the</strong> resulting mass<br />

exhausted with carbon disulphide or e<strong>the</strong>r. It forms colourless<br />

crystals, does not dissolve in water, and is decomposed by heat with<br />

a slight detonation. Hot potash-solution resolves it into benzole acid<br />

and oxygen.<br />

Benzamide C6H6,CO.NH3 is produced by acting with ammonia on<br />

benzoyl chloride or ethyl benzoate. It is sparingly soluble in cold<br />

water, and crystallizes from a hot solution in needles, melting at 115°,<br />

and boiling at 288°, On heating it -with phosphorus pentoxide, it is<br />

resolved into water and benzonitrile.<br />

Hipp/uric or Benmcmidaeetic Add CflH9NO3 occurs as potassium or<br />

tiodium salt in <strong>the</strong> urine <strong>of</strong> all herbivorous animals, and also in small<br />

quantity in human urine. When toluene, benzoic acid, oil <strong>of</strong> bitter<br />

almonds, or cinnamic add, are taken internally, <strong>the</strong>y are converted<br />

into hippuric acid, which is found in <strong>the</strong> urine. This transformation<br />

takes place in <strong>the</strong> human organism, as well as that <strong>of</strong> many animals,<br />

Quinic acid is also converted into hippuric acid, but only in <strong>the</strong><br />

human system and that <strong>of</strong> graminivorous animals.<br />

Hippuric acid is also produced by <strong>the</strong> action <strong>of</strong> benzoyl chloride<br />

on <strong>the</strong> silver or zinc salts <strong>of</strong> amidacetic acid, and by heating benzamide<br />

with chloracetic acid ;—<br />

CH2C1<br />

CO.OH

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