Nicotine, C
10H
14N
2,
is a liquid alkaloid which exists chiefly as malate in the leaves of
Nicotiana Tabacum, Linn. (N.O. Solanaceae), the dried Virginian
leaf sometimes containing as much as 7 per cent. It may be obtained by
digesting the leaves in acidified water, evaporating to a small bulk,
and distilling with excess of potassium hydroxide; shaking the
distillate with ether, distilling the ethereal solution, and placing
the residual nicotine in contact with quicklime to remove water, and
finally distilling it in a current of hydrogen. Commercially it is
extracted from the leaves with kerosene, and purified. It occurs as a
very hygroscopic, colourless or yellowish, oily liquid, having an
unpleasant, pungent, and acrid odour of stale, burnt tobacco. It
gradually becomes brown in contact with the air, and is inflammable.
In very dilute, aqueous solution, it has a sharp, burning, and
persistent taste. It is extremely poisonous, nearly sixteen times more
so than coniine. The free base is laevorotatory, the salts
dextrorotatory. Its aqueous solution is alkaline, and turns red litmus
blue, but does not redden phenol phthalein. Specific gravity, 1.01.
Boiling-point, 240° to 242°. It remains liquid at -10°, and
volatilises readily and without decomposition in a current of steam.
Applied to paper it leaves an oily stain, which gradually disappears.
Concentrated sulphuric and nitric acids produce no colour in the cold.
Five decimils
(0.5
milliliters) of nicotine
warmed with 15 decimils
(1.5
milliliters) of water
should give no turbidity (absence of coniine). It should also remain
clear when mixed with twice its volume of ether. Potassium hydroxide
separates it from its aqueous solution. Bromine added to a dilute
aqueous solution forms a yellow flocculent precipitate. Chlorine
colours it brown to blood-red. It is precipitated by most of the usual
alkaloidal reagents. On adding an ethereal solution of iodine to an
ethereal solution of nicotine, a brownish-red resinous precipitate
falls; this gradually becomes crystalline, while from the supernatant
liquid translucent ruby-red crystals with a blue opalescence separate.
Oxidation with chromic acid mixture yields nicotinic acid, and this,
when distilled with lime, yields pyridine.Freely
soluble in
water, alcohol, ether, petroleum ether, terpenes, or the fixed oils.
Nicotine USP is a clear oily liquid with a characteristic pungent odour, extracted from the dried leaves of
Nicotiana tabacum and Nicotiana rustica (tobacco).
It degrades quickly in the presence of air, light or heat, indicated by the liquid acquiring a yellow colouration, eventually turning brown. Nicotine produced by us is thoroughly tested for such impurities.
Pharmaceutical grade nicotine is typically employed in transdermal smoking cessation products since it is more readily absorbed across the skin than its salt derivatives.
Phyto-chemistry of Nicotine USP

Nicotine USP