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A Manual of the Chemistry of the Carbon Compounds

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THE CARBON COMPOUND!*. 277<br />

( Gl<br />

CgHjo -J ,Q^> is prodticed by shaking diallyl with an aqueous solution<br />

<strong>of</strong> hypochlorous acid.<br />

When diallyl is heated with concentrated hydriodic acid, <strong>the</strong> compound<br />

CJO8 is obtained as a heavy, oily liquid; on heating this<br />

d iy wita ith silver acetate att it i is i converted into isoliexem diaatate, which<br />

is isomeric with hexene diacetate, and yields with caustic potash<br />

isohexene alcohol CaH12(OH)8, a liquid which is soluble in water and<br />

boils at about 212°.<br />

Diallyl dissolves in cold concentrated sulphuric acid to a clear<br />

liquid; on addition <strong>of</strong> water, isolwxne oxide C6H12O separates out as<br />

a light limpid liquid, boiling at 95°, and possessing an e<strong>the</strong>real and<br />

refreshing smell resembling that <strong>of</strong> peppermint.<br />

Diallyl or isohexine is isomeric with hexoylene or hexine; <strong>the</strong><br />

constitution <strong>of</strong> <strong>the</strong>se two hydrocarbons is represented by <strong>the</strong> following<br />

formula;:—<br />

Hexilif. lsolii-siiic.<br />

CH3<br />

4<br />

Ull.<br />

II<br />

CH2<br />

C:H3<br />

CH2<br />

CH.,<br />

C CH<br />

I I<br />

CH CH,<br />

Diallylem or Diprapine ClfeC - CH, - C=CH—This hydrocarbon<br />

has been obtained by heating isohexine tetmbromide with<br />

alcoholic potash. It is a limpid and very refractive liquid, boiling<br />

nt 85°, and combining most energetically with bromine. In. an<br />

aqueous solution <strong>of</strong> silver nitrate it produces u white amorphous<br />

precipitate, which when heated explodes below 100°,<br />

The o<strong>the</strong>r members <strong>of</strong> <strong>the</strong> acetylene aeries have been obtained<br />

ei<strong>the</strong>r from <strong>the</strong> dibronrides <strong>of</strong> <strong>the</strong> corresponding olefiues or from<br />

analogous substitution products, Thus cenanthylidene has been<br />

formed by acting with potash on oenantludene dibromide (see page<br />

234) j rutylene was prepared from diamylene, and <strong>the</strong> isomeric do<br />

ceirylene ftom <strong>the</strong> dibromo-substitution product <strong>of</strong> <strong>the</strong> hydrocarbon<br />

CjoHjg, which exists in petroleum.<br />

EKYTHR1TE C4H»(OH)«.<br />

This compound is <strong>the</strong> only known alcohol <strong>of</strong> a tetrad radical; it<br />

exists iu a sea-weed, called Ptolococcus vulgarig, and as e<strong>the</strong>r <strong>of</strong><br />

oraelltc acid in different kind? <strong>of</strong> lichens (Rocelfa species).<br />

CH

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