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Volume 11, 1878
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Art. LXXVIII.–Preliminary Note on the Presence of one or more Hydrocarbons of the Benzol Series in the American Petroleum, also in our Petroleums.

[Read before the Wellington Philosophical Society, 17th August, 1878.]

It is generally supposed that the benzol series of hydro-carbons is not represented by any constituent of American petroleum, nor even as far as I know in any true petroleum at all. Any way, so far as the American oil is concerned, we have it reported in the special report on the Petroleum of Pennsylvania by the Geological Survey there that Dr. Genth “believes that the series of hydro-carbons characteristic of those which furnish aniline, etc., do not. exist in our American oils.” And, again, Dana informs us in his latest edition of System of Mineralogy that “none of this series were detected by Pelonze and Cahours in the Pennsylvania petroleum.”

However, some time ago I had, on behalf of the Customs authorities here, to examine some of our so-termed benzine for what is chemically known as benzol–hydro-carbon; and for this I employed the test recommended by Prof. Hoffman–a test which is based upon the fact that benzol loses a portion of its hydrogen when warmed with nitric acid; the remainder combines with a portion of decomposed acid to form intro-benzol, and this product, when placed in contact with nascent hydrogen, is by the loss of oxygen transformed into the alkaloid anline–a substance which is by certain easy oxidizing processes converted to others which are remarkable for their intensity and variety of colour, forming the well-known coal-tar colours.

The results of his test were, that I entirely failed to get any colour reaction; but I obtained a quantity of nitro-oils, from which I succeeded in separating one which by deoxidation yielded a substance which exhibited all the general properties of an alkaloid; thus it is soluble in water, combines with acids, and, when dissolved in either, gives precipitates with tannic acid, mercuro-iodide of potassium, and sulpho-cyanide of zinc. It is an oil, at common temperatures, possessing a dark brown colour, and, like aniline, it gives an intense yellow colour to pine-wood.

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As this substance, though clearly an alkaloid, does not yield any colour reaction with oxidizing agents (such as chloride of lime), it is neither aniline nor naphtha-anline, and therefore is not derived from either benzol or naphthaline, and so does not indicate the presence of these hydro-carbons in the oil tested. The alternative is, then, that it is derived from a hydrocarbon or some hydro-carbons of the series which benzol heads and typifies, and which is in all probability either touluole or xylole, or a mixture of the two.

Having obtained this result I extended my researches, and so have ascertained that all the brands of American kerosenes which we have here, together with the so-termed benzols, also contain hydro-carbons, which are capable of yielding alkaloids to the process I have described (the aniline process), but still give no colour reaction to oxidizing agents.

Our own petroleums, both the heavy (Taranaki), and the light one (Poverty Bay), as well as their distillates light and heavy, also behave in this respect like the American oils.

In the case of the Taranaki crude petroleum in particular, this series of hydro-carbons is well represented–that is, quantitatively.

The nitro-oil of this petroleum (the first product of the process employed), when cleansed from the unaltered oil by repeated solutions in alcohol and precipitations by water, has a sweet and powerful odour much resembling that of nitro-benzol.

The facts detailed above lead me to suspect that every petroleum contains one or more representatives of the benzol series of hydro-carbons. Which particular member of this group (or which members, if more than one) is present in the several oils I have cited, I cannot inform you until I have ascertained the composition of their respective alkaloids, a labour of so tedious a kind, that I cannot promise to perform it for some time to come.