Naphthalene Sentence Examples
Bamberger, on the other hand, extends his views on benzene and naphthalene and assumes the molecule to be (1).
Certain crude oils have also been found to contain camphenes, naphthalene and other aromatic hydrocarbons.
When, as in the formation of naphthalene tetrachloride, for example, the one ring becomes saturated, the other might be expected to assume the normal centric form and become relatively inactive.
The centric formula proposed by Bamberger represents naphthalene as formed by the fusion of two benzene rings, this indicates that it is a monocyclic composed of ten atoms of carbon.
During recent years an immense number of ringed or cyclic compounds have been discovered, which exhibit individual characters more closely resembling benzene, naphthalene, &c. than purely aliphatic substances, inasmuch as in general they contain double linkages, yet withstand oxidation, and behave as nuclei, forming derivatives in much the same way as benzene.
Thus benzene, (CH) gives thiophene, (CH) S, from which it is difficultly distinguished; pyridine, (CH) N, gives thiazole, (CH) N S, which is a very similar substance; naphthalene gives thionaphthen, C 11 S, with which it shows great analogies, especially in the derivatives.
Similarly a CH group may be replaced by a nitrogen atom with the production of compounds of similar stability; thus benzene gives pyridine, naphthalene gives quinoline and isoquinoline; anthracene gives acridine and a and 3 anthrapyridines.
The more important types are derived from aromatic nuclei, benzene, naphthalene, &c.; the ortho-di-derivatives of the first named, lending themselves particularly to the formation of condensed nuclei.
If the plants are subjected to some process, before mounting, by which injurious organisms are destroyed, such as exposure in a closed chamber to vapour of carbon bisulphide for some hours, the presence of pieces of camphor or naphthalene in the cabinet will be found a sufficient preservative.
For naphthalene quinones see Naphthalene; for anthracene quinone see Anthraquinone; and for phenanthrene quinone see Phena Nt H Rene.
AdvertisementAs an example we may take the case of mixtures of naphthalene and 13-naphthol, substances which form solid solutions in each other.
It readily forms addition products with chlorine and with hydrogen; the dichloride, C10H8C12, is obtained as a yellow liquid by acting with hydrochloric acid and potassium chlorate; the solid tetrachloride, C,o 11 8 C1 4, results when chlorine is passed into naphthalene dissolved in chloroform.
A 2.6 naphthoquinone results on oxidizing 2.6 dihydroxynaphthalene with lead Or Hydroxynaphthalenes, C 1 oH 7 OH, the naphthalene homologues of the phenols.
Martius yellow, C10H5(N02)20Na H20, the sodium salt of 2.4 dinitro-a-naphthol (for notation see Naphthalene), is prepared by the action of nitric acid on a-naphthol -2.4-disulphonic acid.
Naphthalene and the usual malodorous powders are not only very disagreeable, but quite useless.
AdvertisementOthers which may be mentioned are salicylate of bismuth, salol, 0-naphthol and naphthalene.
Ethane, when heated to this degree, splits up into ethylene and hydrogen, whilst ethylene decomposes to methane and acetylene, and the acetylene at once polymerizes to benzene, styrolene, retene, &c. A portion also condenses, and at the same time loses some hydrogen, becoming naphthalene; and the compounds so formed by interactions amongst themselves build up the remainder of the hydrocarbons present in the coal tar, whilst the organic substances containing oxygen in the coal break down, and cause the formation of the phenols in the tar.
Of the first class, the light paraffin oils and pitch may be taken as examples; whilst benzene, naphthalene and retort carbon represent the second.
The formation of the second class of bodies is a great loss to the gas manufacturer, as, with the exception of the trace of benzene carried with the gas as vapour, these products are not only useless in the gas, but one of them, naphthalene, is a serious trouble, because any trace carried forward by the gas condenses with sudden changes of temperature, and causes obstructions in the service pipes, whilst their presence in the tar means the loss of a very large proportion of the illuminating constituents of the gas.
Moreover, these secondary products cannot be successfully reduced, by further heating, to simpler hydrocarbons of any high illuminating value, and such bodies as naphthalene and anthracene have so great a stability that, when once formed, they resist any efforts again to decompose them by heat, short of the temperature which breaks them up into methane, carbon and hydrogen.
AdvertisementNaphthalene also begins to show in quantity in the tar as soon as the yield of gas reaches 10,000 cub.
The main difficulty which the condenser ought to overcome and upon which its efficiency should depend is the removal of naphthalene; this compound, which is present in the gas, condenses on cooling to a solid which crystallizes out in the form of white flakes, and the trouble caused by pipe stoppages in the works as well as in the district supplied is very considerable.
The higher the heat of carbonization the more naphthalene appears to be produced, and gas managers of to-day find the removal of naphthalene from the gas a difficult problem to solve.
It was for some time debated as to whether naphthalene added materially to the illuminating value of the gas, and whether an endeavour should be made to carry it to the point of combustion; but it is now acknowledged that it is a troublesome impurity, and that the sooner it is extracted the better.
Gas leaves the retorts saturated with naphthalene, and its capacity for holding that impurity seems to be augmented by the presence of water vapour.
AdvertisementThe condenser, by effecting the condensation of water vapour, also brings about the deposition of solid naphthalene, apart from that which naturally condenses owing to reduction of temperature.
In water-cooled condensers it is usual to arrange that the water passes through a large number of small pipes contained in a larger one through which the gas flows, and as it constantly happened that condenser pipes became choked by naphthalene, the so-called reversible condenser, in which the stream of gas may be altered from time to time and the walls of the pipes cleaned by pumping tar over them, is a decided advance.
The solubility of naphthalene by various oils has led some engineers to put in naphthalene washers, in which gas is brought into contact with a heavy tar oil or certain fractions distilled from it, the latter being previously mixed with some volatile hydrocarbon to replace in the gas those illuminating vapours which the oil dissolves out; and by fractional distillation of the washing oil the naphthalene and volatile hydrocarbons are afterwards recovered.
Fittig and Erdmann's observation that phenyl isocrotonic acid readily yielded a-naphthol by loss of water was of much importance, since it afforded valuable evidence as to the constitution of naphthalene.
Aronheim, Ann., 1874, 171, p. 219); and by the action of ortho-xylylene bromide on sodium ethane tetracarboxylic ester, the resulting tetra-hydronaphthalene tetracarboxylic ester being hydrolysed and heated, when it yields hydronaphthalene dicarboxylic acid, the silver salt of which decomposes on distillation into naphthalene and other products (A.
Phthalic acid was obtained by Laurent in 1836 by oxidizing naphthalene tetrachloride, and, believing it to be a naphthalene derivative, he named it naphthalenic acid; Marignac determined its formula and showed Laurent's supposition to be incorrect, upon which Laurent gave it its present name.
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.
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.
Decompositions of this nature were first discovered in the naphthalene series, where it was found that derivatives of indene (and of hydrindene and indone) and also of benzene resulted; Zincke then extended his methods to the disintegration of the oxybenzenes and obtained analogous results, R-pentene and aliphatic derivatives being formed (Rsymbolizing a ringed nucleus).
Thomsen then investigated heats of combustion of various benzenoid hydrocarbons - benzene, naphthalene, anthracene, phenanthrene, &c. - in the crystallized state.
Restricting ourselves to compounds resulting from the fusion of benzene rings, we have first to consider naphthalene, C10H8, which consists of two benzene rings having a pair of carbon atoms in common.
Here we shall only discuss the structure of these compounds in the light of the modern benzene theories; reference should be made to the articles Naphthalene, Anthracene and Phenanthrene for syntheses, decompositions, &c.
The former, based on Kekule's symbol for benzene, explains the decompositions and syntheses of the ring, but the character of naphthalene is not in keeping with the presence of five double linkages, although it is more readily acted upon than benzene is.
Instances of its application are found in the separation of orthoand para-nitrophenol, the o-compound distilling and the p- remaining behind; in the separation of aniline from the mixture obtained by reducing nitrobenzene; of the naphthols from the melts produced by fusing the naphthalene monosulphonic acids with potash; and of quinoline from the reaction between aniline, nitrobenzene, glycerin, and sulphuric acid (the product being first steam distilled to remove any aniline, nitrobenzene, or glycerin, then treated with alkali, and again steam distilled when quinoline comes over).
One of the earliest red-hot tube syntheses of importance was the formation of naphthalene from a mixture of alcohol and ether vapours.
Structurally naphthalene may be represented as.