noun

definition

A tricyclic aromatic hydrocarbon obtained from coal tar; used in the manufacture of dyes, pharmaceuticals and explosives; it is isomeric with anthracene.

Examples of phenanthrene in a Sentence

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.

Thomsen then investigated heats of combustion of various benzenoid hydrocarbons - benzene, naphthalene, anthracene, phenanthrene, &c. - in the crystallized state.

The next members are the -isomers anthracene and phenanthrene, C14H,0, formed from three benzene nuclei.

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.

For naphthalene quinones see Naphthalene; for anthracene quinone see Anthraquinone; and for phenanthrene quinone see Phena Nt H Rene.

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.

The presence of the phenanthrene nucleus and the chain system CH 3 N C C follows from the fact that these alkaloids, by appropriate treatment, yield a substituted phenanthrene and also dimethylaminoethanol (CH3)2N CH2 CH20H.

Formulae have been proposed by Pschorr and Knorr explaining this and other decompositions (in Pschorr's formula the morphine ring system is a fusion of a phenanthrene and pyridine nucleus); another formula, containing a fusion of a phenanthrene with a pyrrol ring, was proposed by Bucherer in'1907.

Distilled with zinc dust morphine yields phenanthrene, pyridine and quinoline; dehydration gives, under certain conditions, apomorphine, C17H17N02, a white amorphous substance, readily soluble in alcohol, either and chloroform.

They also investigated certain hydrocarbons occurring in the high boiling point fraction of the coal tar distillate and solved the constitution of phenanthrene.

One of the most important derivatives of diphenyl, from the theoretical point of view, is diphenic acid or diorthodiphenyl carboxylic acid, which can be obtained from diparadiaminodiphenyldiorthocarboxylic acid, H2N NH 2, or from phenanthrene, the consti Hooc Cooh tution of which it determines.

But it must be here understood that each member of these condensed nuclei need not necessarily be identical in structure; thus the central nuclei in anthracene and phenanthrene differ very considerably from the terminal nuclei (see below, Condensed Nuclei).

Chem., 9, p. 405; To, p. Chromic acid oxidizes phenanthrene, first to phenanthrene-quinone, and then to diphenic acid, HO 2 C C 6 H 4 C 6 H 4 C02H.

Phenazone is an isomer of phenazine, to which it bears the same relation that phenanthrene bears to anthracene.

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