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A Manual of the Chemistry of the Carbon Compounds

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176 THE CBEM8TRY OF<br />

Olefines may also be produced by syn<strong>the</strong>sis. Thus pentem C6Hj0<br />

has been obtained by <strong>the</strong> action <strong>of</strong> zinc-ethyl upon allyl iodide<br />

CSH5I :u<br />

+ 2C8H6I = 2C6H10 + Znl,<br />

By heating monobroine<strong>the</strong>ne with ziuc-ethyl, butene C4H8 is produced<br />

:—<br />

2(C2HsBr) + (CjH^Zn = 2C4H8 + ZnBr,<br />

Olefines also occur amongst <strong>the</strong> products <strong>of</strong> destructive distillation<br />

<strong>of</strong> many organic bodies, and are found <strong>the</strong>refore in coal-tar, woodtar,<br />

&c.<br />

In <strong>the</strong>ir physical properties <strong>the</strong> olefines have great resemblance to<br />

<strong>the</strong> paraffins. The lowest members <strong>of</strong> <strong>the</strong> series are gaseous at <strong>the</strong><br />

ordinary temperature; most <strong>of</strong> <strong>the</strong> o<strong>the</strong>rs are liquids having a faint<br />

e<strong>the</strong>real and garlic-like smell; and <strong>the</strong> highest members consist <strong>of</strong><br />

crystalline solids.<br />

The olefines contain two carbon atoms linked toge<strong>the</strong>r by two<br />

combining units <strong>of</strong> each atom. The number <strong>of</strong> isouierides which<br />

according to <strong>the</strong>ory may exist is larger than that <strong>of</strong> <strong>the</strong> paraffins, as<br />

<strong>the</strong> double linking <strong>of</strong> two carbon atoms can take place between<br />

different atoms in <strong>the</strong> carbon chain. Thus we know only two<br />

hydrocarbons C4H10, but three having <strong>the</strong> formula C,H8:—<br />

C iin ==: C H —v g<br />

CHS—CH=CH—CH8<br />

The most characteristic property <strong>of</strong> <strong>the</strong> olefines is that <strong>the</strong>y combine<br />

directly with one molecule <strong>of</strong> ano<strong>the</strong>r element or compound, as<br />

with <strong>the</strong> hydvacids <strong>of</strong> <strong>the</strong> chlorine group, e<strong>the</strong>ne and bydnodic acid<br />

yielding ethyl iodide:—<br />

CH2I<br />

The olefines containing more than two atoms <strong>of</strong> carbon yield by<br />

this reaction secondary or tertiary compounds :—<br />

i H ° (11 ?'<br />

II J I<br />

cu. CH.

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