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A Manual of the Chemistry of the Carbon Compounds

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160 THE CHEMISTRY OF<br />

EROm-GROUP.<br />

Primary Propyl Alcohol CaHj.OH occurs in small quantities in<br />

<strong>the</strong> fusel-oil <strong>of</strong> beetroot spirit, corn spirit, and cognac. To isolate<br />

it <strong>the</strong> fusel-oil is subjected to fractional distillation, and <strong>the</strong> portion<br />

boiling between 80° and 105° collected separately. This is a<br />

mixture <strong>of</strong> ethyl, propyl, and isobutyl alcohols, which cannot be<br />

separated by fractional distillation, as <strong>the</strong>ir boiling-points are too<br />

close toge<strong>the</strong>r.<br />

Boiling-point.<br />

Ethyl Alcohol 78*4<br />

Propyl Alcohol 97<br />

Isobutyl Alcohol . . . . . . 108<br />

The liquid is <strong>the</strong>refore acted upon by phosphorus and iodine or<br />

bromine, to obtain <strong>the</strong> iodides or bromides, <strong>the</strong> boiling-points <strong>of</strong> which<br />

differ much more, so that it is easy to obtain pure compounds by fractional<br />

distillations. The boiling-points <strong>of</strong> <strong>the</strong>se compounds are:—<br />

Ethyl Iodide . . . 72" Ethyl Bromide . . . 39°<br />

Propyl Iodide . . . 102 Propyl Bromide . . 71<br />

Isobutyl Iodide . . 121 Isobutyl Bromide . . 92<br />

The bromide or iodide <strong>of</strong> propyl is next heated in sealed tubes<br />

with concentrated acetic acid and potassium acetate, and <strong>the</strong> propyl<br />

acetate thus formed is converted into <strong>the</strong> alcohol by heating it with a<br />

solution <strong>of</strong> potash. On distillation, aqueous propyl alcohol is obtained,<br />

which may be rendered anhydrous by a similar method to that<br />

by which absolute alcohol is obtained.<br />

Propyl alcohol has also been obtained by syn<strong>the</strong>sis from ethyl<br />

alcohol. It is a light colourless liquid, resembling common alcohol;<br />

on oxidation it yields propmMdehyie C3H00, a liquid boiling at 50°,<br />

and propionic add,<br />

Propionio Acid 8 6 JT f O is best prepared by boiling propionitrile<br />

with an alcoholic solution <strong>of</strong> caustic potash as long as ammonia is<br />

given <strong>of</strong>f. The solution is <strong>the</strong>n evaporated, and <strong>the</strong> residue distilled<br />

with diluted sulphuric acid. Propionic acid is a colourless liquid<br />

boiling at 140°, and having an add smell. It mixes with water in<br />

all proportions, but by adding calcium chloride to <strong>the</strong> aqueous solution,<br />

<strong>the</strong> acid separates as a light oily layer. From this property<br />

its name has been derived, being <strong>the</strong> first member <strong>of</strong> <strong>the</strong> series<br />

showing <strong>the</strong> properties <strong>of</strong> a fsX (irp&jov Trwv). Amongst <strong>the</strong> salts,<br />

lead propionate Pb(C3H6O2)2 is most characteristic; it is very soluble

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