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A Manual of the Chemistry of the Carbon Compounds

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THE CARBON COMPOUNDS. 313<br />

<strong>the</strong> cornera where <strong>the</strong> carbon-atoms are supposed to be, we see at<br />

once that three isomeric dime thy 1-beuzenes may exist :—<br />

The methyl groups having <strong>the</strong> following positions:—<br />

1:2<br />

1:3<br />

1:4<br />

No fur<strong>the</strong>r different positions <strong>of</strong> <strong>the</strong> two methyls are possible, for<br />

1:5 = 1:3 and 1:6 = 1: 2,<br />

The hydrocarbon C^HU, which we have represented in three<br />

isomeric forms, can exist in eight different modifications. There are,<br />

first <strong>of</strong> all, three trimethyl-benzenes:—<br />

1:2:3<br />

1:2:4<br />

1:2:5<br />

Fur<strong>the</strong>r, <strong>the</strong>re can exist three methyl-ethyl-benzenes and two<br />

propyl-benzenes, one containing normal propyl, and <strong>the</strong> o<strong>the</strong>r<br />

lsopropyl.<br />

As <strong>the</strong> isomevio aromatic hydrocarbons have generally a great<br />

resemblance in <strong>the</strong>ir physical properties, it is <strong>of</strong> <strong>the</strong> greatest importance<br />

to have means for distinguishing <strong>the</strong>m from each o<strong>the</strong>r. This<br />

cau easily be done by studying <strong>the</strong>ir products <strong>of</strong> oxidations.<br />

By heating an aromatic hydrocarbon with very dilute nitric acid,<br />

one <strong>of</strong> <strong>the</strong> alcohol radicals is first oxidized to oarboxyl; methylbenzene,<br />

ethyl-benzene, amyl-benzene, &c, yielding hnzoie add.<br />

The formation <strong>of</strong> this acid, <strong>the</strong>refore, proves <strong>the</strong> existence <strong>of</strong> only one<br />

alcohol radical in an aromatic hydrocarbon.<br />

The three methyl-benzenes as well as ethyl-metbyl-benzene yield<br />

isomerio methyl-lmoic adds C6H41 no OH' an ^ diethyl-benzene yields<br />

f C H<br />

as first product <strong>of</strong> oxidation, ethyl-benzoicaridGJUA QQ ^g. Besides<br />

<strong>the</strong>se monobasic acids, <strong>the</strong>re is, at <strong>the</strong> same time, a bibasio acid<br />

f CO OH<br />

C6H4 j CO OH *° me( *> "which is obtained in larger quantity by using<br />

stronger oxidising agents, such as a solution <strong>of</strong> potassium dicliromate<br />

in dilute sulphuric acid, Tbis bibasic acid exists <strong>of</strong> course, also, in<br />

three isomerio modifications, differing from each o<strong>the</strong>r by <strong>the</strong>ir physical<br />

properties, as well as those <strong>of</strong> <strong>the</strong>ir salts. In <strong>the</strong> same way, a hydrocarbon<br />

containing three alcohol-radicals will yield by successive

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