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A Manual of the Chemistry of the Carbon Compounds

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TEE CARBON COMPOUNDS. 305<br />

levo-hotMol is found in <strong>the</strong> fusel oil <strong>of</strong> spirits from madder-root;<br />

it possesses all <strong>the</strong> properties <strong>of</strong> borneol, with <strong>the</strong> exception that it<br />

has alevo-rotatory power, whilst borneol turns <strong>the</strong> plane <strong>of</strong> polarization<br />

to <strong>the</strong> right,<br />

Geraniol, or Geranyl Alcohol C10H18O, is found in Indian geranium<br />

oil. It is a strongly refractive liquid, boiling at 232°, and possessing<br />

a very agreeable sine 11, like roses. It is optically inactive, and yields<br />

on oxidation valerianic acid.<br />

Geranyl Chloride C1?H1VC1 is obtained by heating geraniol with<br />

hydrochloric acid. It is a yellowish liquid, with an aromatic smell.<br />

By acting on it with <strong>the</strong> potassium salts <strong>of</strong> valerianic, benzoic or<br />

cinnaniic acids, <strong>the</strong> geranyl-e<strong>the</strong>rs <strong>of</strong> <strong>the</strong>se acids have been produced.<br />

They are oily liquids, possessing an aromatic odour,<br />

Dweranyl E<strong>the</strong>r £ 10 £" {• 0, a liquid boiling at about 190°, and<br />

smelling like peppermint, is formed by beating geraniol with geranyl<br />

chloride.<br />

Geranyl Sulphide r? o f, 17 !• S is obtained by acting with geranyl<br />

chloride on on alcoholic solution <strong>of</strong> potassium sulphide; it is a<br />

yellow liquid, possessing a very disagreeable smelL<br />

When geraniol is heated with zinc chloride or with phosphorus<br />

pentoxide, it is resolved into water and Gcraniene CloH10, a limpid,<br />

mobile liquid, boiling at 163°, and smelling like carrots.<br />

O<strong>the</strong>r isoiuerides <strong>of</strong> borneol exist in <strong>the</strong> oil <strong>of</strong> cajeput, and <strong>of</strong><br />

coriander.<br />

Menthol, or MenOiyl Alcohol C10HM 0, occurs in <strong>the</strong> oil <strong>of</strong> peppermint.-<br />

It forms colourless prismatic crystals, smelling strongly like<br />

<strong>the</strong> plant. It melts at 3(5°, and boils at 210°.<br />

MerUhyl GMoridt GJAnQ\ is a liquid formed by heating menthol<br />

with hydrochlorio acid.<br />

When menthol is heated with, phosphorus pentoxide, Menthcm<br />

C10H18 is produced, a liquid boiling at 163°.<br />

JSucalyptol Cj^H^O is contained in <strong>the</strong> leaves <strong>of</strong> JSncaiyptus globulun,<br />

a tree growing iu lasmania. It is a colourless liquid, boiling at 175°,<br />

and possessing an aromatic smell. By distilling it witU phosphorus<br />

pentoxide, it is decomposed into water, and Muealyptene C12H1S, a<br />

liquid boiling at 165°.<br />

Patdwuli Oil.—l'hia substance is a mixture <strong>of</strong> two isomeric substanoes<br />

having <strong>the</strong> composition C^H^O. One <strong>of</strong> <strong>the</strong>m, called<br />

patchotUi-camphor, crystallizes from <strong>the</strong> oil on standing in hexagonal<br />

prisms, melting at 55°, and boiling at 296". On distilling it, or <strong>the</strong><br />

liquid portion <strong>of</strong> <strong>the</strong> oil, with zinc chloride, PatdumUm C16HM, a<br />

liquid boiling at 250°, ia formed.<br />

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