definition
A compound consisting only of carbon and hydrogen atoms.
The solution is diluted with water, and the hydrocarbons are thereby precipitated and separated.
But here again another mistaken idea arose, owing to a faulty method of estimating the benzene, and there is no doubt that methane is one of the most important of the hydrocarbons present, when the gas is burnt in such a way as to evolve from it the proper illuminating power, whilst the benzene vapour, small as the quantity is, comes next in importance and the ethylene last.
It readily condenses with aromatic hydrocarbons in the presence of sulphuric acid.
In order to obtain the phenol from this distillate, it is treated with caustic soda, which dissolves the phenol and its homologues tegether with a certain quantity of naphthalene and other hydrocarbons.
The calorific power of Baku oil appears to be highest, while this oil is poorest in solid hydrocarbons, of which the American petroleums contain moderate quantities, and the Upper Burma oils the largest amount.
The principal elements are found in various combinations, the hydrocarbons of the Pennsylvania oils being mainly paraffins (q.v.), while those of Caucasian petroleum belong for the most part to the naphthenes, isomeric with the olefines (q.v.).
Certain crude oils have also been found to contain camphenes, naphthalene and other aromatic hydrocarbons.
The " cracking " process, whereby a considerable quantity of the oil which is intermediate between kerosene and lubricating oil is converted into hydrocarbons of lower specific gravity and boiling-point suitable for illuminating purposes, is one of great scientific and technical interest.
It is generally understood that the products of fractional distillation, even in the laboratory, are not identical with the hydrocarbons present in the crude oil, but are in part produced by the action of heat upon them.
They found that the paraffin was thus converted, with the evolution of but little gas, into hydrocarbons which were liquid at ordinary temperatures.
The result of this treatment is that the comparatively heavy oils undergo dissociation, as shown by the experiments of Thorpe and Young, into specifically lighter hydrocarbons of lower boiling points, and the yield of kerosene from ordinary crude petroleum may thus be greatly increased.
Under such conditions, distillation takes place at higher temperatures than the normal boiling-points of the constituent hydrocarbons of the oil, and a partial cracking results.
In the American petroleum refineries it is found that sufficient cracking can be produced by slow distillation in stills of which the upper part is sufficiently cool to allow of the condensation of the vapours of the less volatile hydrocarbons, the condensed liquid thus falling back into the heated body of oil.
The rationale of this treatment is not fully understood, but the action appears to consist in the separation or decomposition of the aromatic hydrocarbons, fatty and other acids, phenols, tarry bodies, &c., which lower the quality of the oil, the sulphuric acid removing some, while the caustic soda takes out the remainder, and neutralizes the acid which has been left in the oil.
A consequence of this empirical division was that marsh gas, ethylene and cyanogen were regarded as inorganic, and at a later date many other hydrocarbons of undoubtedly organic nature had to be included in the same division.
An apt definition of organic chemistry is that it is "the study of the hydrocarbons and their derivatives."
Let us now consider hydrocarbons containing 2 atoms of carbon.
Hydrocarbons containing any number of double or triple linkages, as well as both double and triple linkages, are possible, and a considerable number of such compounds have been prepared.
These three hydrocarbons are isomeric, i.e.
Deferring the detailed discussion of cyclic or ringed hydrocarbons, a correlation of the various types or classes of compounds which may be derived from hydrocarbon nuclei will now be given.
By fusing two nuclei we obtain the formula of naphthalene, C 1 oH 8; by fusing three, the hydrocarbons anthracene and phenanthrene, C14H10; by fusing four, chrysene, C18H12, and possibly pyrene, C16H1n; by fusing five, picene, C22 H 14.
This and other facts connected with the stability of benzenoid compounds are clearly shown when we consider mixed aliphatic-aromatic hydrocarbons, i.e.
Thomsen then investigated heats of combustion of various benzenoid hydrocarbons - benzene, naphthalene, anthracene, phenanthrene, &c. - in the crystallized state.
But, at the same time, the constants in the above relation are not identical with those in the corresponding relation empirically deduced from observations on fatty hydrocarbons; and we are therefore led to conclude that a benzene union is considerably more stable than an ethylene union.
These isomeric hydrocarbons, of the formula C14H10, are to be regarded as formed by the fusion of three.
An ethylenic or double carbon union in the aliphatic hydrocarbons has, apparently, the same effect on the boiling-point as two hydrogen atoms, since the compounds C 0 H 2 „ +2 and CoH2n boil at about the same temperature.
The same difference attends the introduction of the methyl group into many classes of compounds, for example, the paraffins, olefines, acetylenes, aromatic hydrocarbons, alcohols, aldehydes, ketones and esters, while a slightly lower value (157.1) is found in the case of the halogen compounds, nitriles, amines, acids, ethers, sulphides and nitro compounds.
It contains four independent constants; two of these may be calculated from the heats of combustion of saturated hydrocarbons, and the other two from the combustion of hydrocarbons containing double and triple linkages.
Hydrocarbons of similar structure have been prepared by Thiele, for example, the orange-yellow tetraphenyl-para-xylylene, which is obtained by boiling the bromide C6H4[CBr(C6H5)2]2 with benzene and molecular silver.
When solid caoutchouc is strongly heated it breaks down, without change in its ultimate composition, into a number of simpler liquid hydrocarbons of the terpene class (dipentene, di-isoprene, isoprene, &c.), of which one, isoprene (C5H8), is of simpler structure than oil of turpentine (C 10 H 16), from which it can also be obtained by the action of an intense heat.
Secondary reactions take place at the same time, yielding more particularly hydrocarbons of the paraffin series.
Berthelot, and shown to be very fruitful in forming hydrocarbons.
It is convenient to distinguish between aliphatic and aromatic acids; the first named being derived from open-chain hydrocarbons, the second from ringed hydrocarbon nuclei.
Dibasic acids of the paraffin series of hydrocarbons have the general formula C n H 2 (000H) 2 "; malonic and succinic acids are important members.
An important oxidation synthesis of aromatic acids is from hydrocarbons with aliphatic side chains; thus toluene, or methylbenzene, yields benzoic acid, the xylenes, or dimethyl-benzene, yield methyl-benzoic acids and phthalic acids.
It dissolves most organic compounds, resins, hydrocarbons, fatty acids and many metallic salts, sometimes forming, in the latter case, crystalline compounds in which the ethyl alcohol plays a role similar to that of water of crystallization.
The action is not properly understood; it may be due to the reducing gases (hydrogen, hydrocarbons, &c.) which are invariably present in wood charcoal.
Hydrocarbons, such as petroleum, bitumen, paraffin, &c., are also found occasionally in coal, but more generally in the associated sandstones and limestones of the Carboniferous formation.
Bone has shown that when exposed for some time to the sun's rays it undergoes certain polymerization changes which lead to the deposition of a film of heavy hydrocarbons on the surface of the tube.
The earlier papers deal chiefly with the properties and modes of synthesis of cloud chain hydrocarbons and their derivatives.
It is further purified by heating in closed vessels, but even then it still contains a certain amount of mineral matter and more or less hydrocarbons.
It is only very sparingly soluble in water, but dissolves readily in solutions of the alkaline iodides and in alcohol, ether, carbon bisulphide, chloroform, and many liquid hydrocarbons.
It is therefore more probably due to metallic oxides than to hydrocarbons.
Other authors have sought the origin of the diamond in the action of the hydrated magnesian silicates on hydrocarbons derived from bituminous schists, or in the decomposition of metallic carbides.
Adolf Knop suggested that this may have first yielded hydrocarbons by contact with water, and that from these the crystalline diamond has been formed.
Minute vesicular cavities are not infrequently present, sometimes as negative cubes, and these may contain saline solutions or carbon dioxide or gaseous hydrocarbons.
The hydrocarbons are separated from the "Stupp" by means of alcohol, the soluble portion on distillation giving first phenanthrene and then a mixture of pyrene and fluoranthene.
In either case the two hydrocarbons are finally separated by fractional crystallization of their picrates, which are then decomposed by ammonia.
His most important contribution to organic chemistry was a series of researches, begun in 1835, on the haloid and other derivatives of unsaturated hydrocarbons.
Considerable interest is attached to the remarkable series of hydrocarbons obtained by Gomberg (Ber., 1900, 33, p. 3150, et seq.) by acting on triphenylmethane chloride (from triphenylmethane carbinol and phosphorus pentachloride, or from carbon tetrachloride and benzene in the presence of aluminium chloride) and its homologues with zinc, silver or mercury.