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A Manual of the Chemistry of the Carbon Compounds

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TEE CARBON COMPOUNDS. 161<br />

in water, and does not crystallize, but dries up into an amorphous<br />

gam-like mass.<br />

Secondary Propyl Alcohol, or Dimethyl Carbinol QJJ 3 >-CH. OH, also<br />

called isopropyl alcohol, may be obtained from <strong>the</strong> primary alcohol by<br />

heating it with an excess <strong>of</strong> concentrated sulphuric acid, by which it<br />

is decomposed into water and propene C«He. This gas is absorbed<br />

by shaking it with cold sulphuric acid, and isopropyl sulphuric acid is<br />

formed, thus:—<br />

CHS<br />

H2<br />

which on boiling with water is decomposed into sulphuric acid and<br />

<strong>the</strong> secondary alcohol. To obtain it in larger quantity, it is best<br />

to act on its iodide with silver salts, and to decompose <strong>the</strong> e<strong>the</strong>ts<br />

thus formed with caustic potash.<br />

Dimethyl carbinol is a colourless liquid with a vinous smell, boiling<br />

at 84°. It mixes with water in all proportions, and forms a hydrate<br />

2C8H^O+H2O, which boils without decomposition at 78°, and has<br />

thus <strong>the</strong> same composition and boiling-point as ethyl alcohol. On<br />

heating it with <strong>the</strong> hydracids <strong>of</strong> <strong>the</strong> chlorine elements, <strong>the</strong> secondary<br />

chloride, bromide, and iodide are obtained.<br />

Isopropyl Iodide QJJ 3 > CHI is also formed by <strong>the</strong> direct combination<br />

<strong>of</strong> propene and hydriodic acid, but is best prepared by heating<br />

glycerin CjHgOj, a triad alcohol, with an excess <strong>of</strong> fuming hydriodic<br />

acid:—<br />

CHjOH 0H3<br />

CHOH + SHI » CHI -t- BB.fi + 2Ia<br />

CH3OH Clf3<br />

It is a heavy colourless liquid, boiling at 89°. When it is heated<br />

with water and silver oxide, isopropyl alcohol and isopropyl e<strong>the</strong>r<br />

(CH YCH I < " > ~~ a *te nt mobile liquid with an e<strong>the</strong>real 8mell and boiling<br />

at 60°—are formed.<br />

On bringing <strong>the</strong> iodide toge<strong>the</strong>r witli water and hydrochloric acid,<br />

propane CgH8 is evolved, a gas bunting with a luminous flame.<br />

When acted upon by chlorine in diffused daylight, it yields, besides<br />

o<strong>the</strong>r substitution-products, primaTy propyl chloride. This transformation<br />

from <strong>the</strong> secondary to primary propyl compounds takes<br />

place according to <strong>the</strong> following equations:—

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