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A Manual of the Chemistry of the Carbon Compounds

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THE CARBON COMPOUNDS. 89<br />

hydrogen. Thus on adding an excess <strong>of</strong> zinc methide to acetyl chloride<br />

we obtain <strong>the</strong> compound CHg VCO.ZuCHj, which is decomposed by<br />

CHsj<br />

water with <strong>the</strong> formation <strong>of</strong> trimethyl carbinol, marsh-gas, and zinc<br />

hydroxide :—<br />

CH8) CH8-)<br />

CHS VCO.ZnCH8 + 2H2O = CHS J-C.OH + CH, + Zn(OH).<br />

OHj CHj<br />

The oxidation <strong>of</strong> tertiary alcohols takes place according to a law<br />

similar to that which rules <strong>the</strong> oxidation <strong>of</strong> <strong>the</strong> ketones; <strong>the</strong> most<br />

simple alcohol radical remaining combined with <strong>the</strong> carbon-atom by<br />

which <strong>the</strong> whole group is kept toge<strong>the</strong>r, whilst <strong>the</strong> two o<strong>the</strong>r radicals<br />

are oxidized separately.<br />

The following tertiary alcohols are known :—<br />

Boiling-point.<br />

Trimethyl Carbinol CH, VC.OH 82°<br />

CHj<br />

Dimethyl-ethyl Carbinol CH, VC.OK 100<br />

CH8)<br />

Dimethylisopropyl Carbinol UHS J-C.OH 112<br />

(CH3),CHJ<br />

CHS)<br />

Dimethyl-propyl Carbinol CHg VC.OH 115<br />

CHJ<br />

Methyl-diethyl Carhinol<br />

Triothyl Carbinol<br />

Diethyl-propyl Carbinol<br />

cX }c.OH<br />

C!H! ic.oH<br />

CAi<br />

cX J-CLOff<br />

C3HJ<br />

120<br />

140<br />

A very singular reaction must be mentioned here by which normal<br />

primary alcohols may \>Q converted into isoalcohols, secondary, and<br />

tertiary alcohols. This general method consists in heating <strong>the</strong> hydrochlorides<br />

<strong>of</strong> <strong>the</strong> amines with silver nitrite and water. Thus when<br />

normal propylaniine is submitted to this reaction it is converted into<br />

secondary propyl alcohol:—-<br />

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