When heated with aniline it yields phenol and acetanilide.
The mono-amino derivatives or eurhodines are obtained when the arylmonamines are condensed with orthoamino zo compounds; by condensing quinone dichlorimide or para-nitrosodimethyl aniline with monamines containing a free para position, or by oxidizing ortho-hydroxydiaminodiphenylamines (R.
This has a strong attraction for basic aniline dyes, and can usually be distinguished from other parts of the cell which are more easily colored by acid anilines.
Wurtz); by the action of nitrous acid on aniline; by passing oxygen into boiling benzene containing aluminium chloride (C. Friedel and J.
It has an increasing trade in iron, timber, coal and agricultural products, a trade which is fostered by a harbour opened in 1897; and also large factories for making aniline dyes and soda.
Its solvent power is also utilized in the production of various colouring fluids, where the colouring matter would not dissolve in water alone; thus aniline violet, the tinctorial constituents of madder, and various allied colouring matters dissolve in glycerin, forming liquids which remain coloured even when diluted with water, the colouring matters being either retained in suspension or dissolved by the glycerin present in the diluted fluid.
Moreover, while methylamine, dimethylamine, and trimethylamine increase in basicity corresponding to the introduction of successive methyl groups, phenylamine or aniline, diphenylamine, and triphenylamine are in decreasing order of basicity, the salts of diphenylamine being decomposed by water.
Aniline, C 6 H 5 NH 2, monomethyl aniline, C 6 H 5 NH CH 3, and dimethyl aniline, C 6 H 5 N(CH 3) 2, are in increasing order of basicity.
This theory explains the fluorescence of anthranilic acid (o-aminobenzoic acid), by regarding the aniline residue as the luminophore, and the carboxyl group as the fluorogen, since, apparently, the introduction of the latter into the non-fluorescent aniline molecule involves the production of a fluorescent substance.
When boiled with aniline it gives methylaniline and phenol.
Miller (Ber., 1892, 25, p. 2864; 1896, 29, p. 59) have shown that in the presence of aniline and sulphuric acid they give substituted quinolines.
The presence of so small a quantity as i% of alcohol may be detected in ether by the colour imparted to it by aniline violet; if water or acetic acid be present, the ether must be shaken with anhydrous potassium carbonate before the application of the test.
Aniline and similar bases are oxidized and partially nitrated by nitroglycerin, with the production of non-explosive compounds.
Among the city's manufactories are breweries, iron and brass foundries, stove factories, knitting mills, cotton mills, clothing factories, slaughtering and meat-packing establishments, cigar and cigarette factories, and manufactories of adhesive pastes, court plaster, spring beds, ribbed underwear, aniline dyes, chemicals, gas meters, fire-brick, and glazed paper and cardboard.
Fischer); by heating salicylic aldehyde with aniline and zinc chloride to 260° C. (R.
Koerner (Ber., 1884, 17, p. 203) by condensing ortho-nitrobenzaldehyde with aniline, the resulting ortho-nitro-para-diamino-triphenylmethane being reduced to the corresponding orthoamino compound, which on oxidation yields chrysaniline.
The introduction of cheap cottons and silk fabrics has dealt a blow to hand-weaving, while aniline dyes are driving out the native vegetable product; but both industries still linger in the rural tracts.
Silicon nitrogen hydride, SiNH, is a white powder formed with silicon amide when ammonia gas (diluted with hydrogen) is brought into contact with the vapour of silicon chloroform at -10° C. Trianilino silicon hydride, SiH (NHC 6 H 5) 3, is obtained by the action of aniline on a benzene solution of silicon chloroform.
In the earlier stages 30%, 50% and go% benzols were required, the 30% being mainly used for the manufacture of "aniline for red," and the 90% for "aniline for blue."
(The term " 30% benzol " means that 30% by volume distils below ioo°.) A purer benzol was subsequently required for the manufacture of aniline black and other dye-stuffs.
- Fischer found that if one molecule of phenylhydrazine acted upon one molecule of an aldose or ketose a hydrazone resulted which in most cases was very soluble in water, but if three molecules of the hydrazine reacted (one of which is reduced to ammonia and aniline) insoluble crystalline substances resulted, termed osazones, which readily characterized the sugar from which it was obtained.
In the production of aniline from nitrobenzene, but the use of iron is generally preferable in view of the cheapness of this metal.
They form condensation products with aldehydes, benzaldehyde and aniline forming benzylidene aniline, C 6 H 5 N: CHC 6 H 5, and when heated with acids they form anilides.
The simplest aromatic monamine is aniline, and the simplest mixed amines are monoand di-methyl aniline.
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).
NAPHTHYLAMINES, or Aminonaphthalenes, C10H7NH2, the naphthalene homologues of aniline, in contrast to which they may be prepared by heating the naphthols with ammoniazinc chloride.
The imports are chiefly cotton yarn and piece goods, kerosene oil, palm-leaf fans, aniline dyes, sugar and matches.
The first aniline dye-stuff to be prepared on a manufacturing scale was mauveine, C 27 H 25 N 4 C1, which was obtained by Sir W.
Perkin by heating crude aniline with potassium bichromate and sulphuric acid.
"WILLIAM HENRY PERKIN (1860-), English chemist, was born at Sudbury, England, in 1860, eldest son of Sir William Perkin, founder of the aniline dye industry.
In this attempt he was unsuccessful, but the observations he made in the course of his experiments induced him, early in 1856, to try the effect of treating aniline sulphate with bichromate of potash.
The result was a precipitate, aniline black, from which he obtained the colouring matter subsequently known as aniline blue or mauve.
Above), also known as diethylene diamine, may be prepared by reducing pyrazine, or, better, by combining aniline and ethylene bromide to form diphenyl diethylene diamine, the dinitroso compound of which hydrolyses to para-dinitrosophenol and pipera zine.
Benzoquinone (para) or ordinary quinone, C 6 H 4 0 2, is formed by the oxidation of aniline with sodium bichromate and sulphuric acid.
It combines directly with aniline to form dianilidoquinone, dianilidoquinone-anil and dianilidoquinone-dianil or azophenine.
Kundt found that similar effects occur with a large number of substances, in particular with all those which possess the property of "surface colour," i.e., which strongly reflect light of a definite colour, as do many of the aniline dyes.
In studying the dispersion of the aniline dyes, a prism with a very small refracting angle is made of two glass plates slightly inclined to each other and enclosing a very thin wedge of the dye, which is either melted between the plates, or is in the form of a solution retained in position by surface-tension.
Mitscherlich in 1834, may be prepared by reducing nitrobenzene in alcoholic solution with zinc dust and caustic soda; by the condensation of nitrosobenzene with aniline in hot glacial acetic acid solution; or by the oxidation of aniline with sodium hypobromite.
When heated with aniline and aniline hydrochloride they yield indulines.
Para-oxyazobenzene (benzene-azo-phenol), C 6 H 5 N: N (1) C6H4 011(4), is prepared by coupling diazotized aniline with phenol in alkaline solution.
Azoxybenzene, (C 6 H 5 N) 2 0, crystallizes from alcohol in yellow needles, which melt at 36° C. On distillation, it yields aniline and azobenzene.
It will be advantageous if the spectra of ammonia, benzene, aniline and dimethyl aniline be compared, when the re-' markable coincidences will at once become apparent, as also the different weighting of the molecule.
With aniline it forms benzylidine aniline C 6 H 5 CH: N C 6 H 5, and with acetone, benzal acetone C 6 H 5 CH: CH CO CH 3.
H 3 C CO NH 3 CO CH 3 H3C C - NH - C CH3 On nitration it yields chiefly meta-nitro-benzaldehyde, crystallizing in needles which melt at 58° C. The ortho-compound may be obtained by oxidizing ortho-nitrocinnamic acid with alkaline potassium permanganate in the presence of benzene; or from ortho - nitrobenzyl chloride by condensing it with aniline, oxidizing the product so obtained to ortho-nitrobenzylidine aniline, and then hydrolysing this compound with an acid (Farben fabrik d.
Other articles of manufacture are leather, tobacco, porcelain, cement, spirits, lead pencils (Nuremberg), plate-glass, sugar, matches, aniline dyes, straw hats and baskets.
Chloroform may be readily detected by the production of an isonitrile when it is heated with alcoholic potash and a primary amine; thus with aniline, phenyl isocyanide (recognized by its nauseating smell) is produced, CHC13+C6H5NH2+3KHO=C6H5NC+3KC1+3H20.
Natanson (Ann., 1856, 9 8, p. 297) by the action of ethylene chloride on aniline, and by A.
Hofmann in 1858 from aniline and carbon tetrachloride.
Jour., 1860, 158, p. 146); by heating aniline for red with nitrobenzene, concentrated hydrochloric acid and iron (Coupier, Ber., 1873, 6, p. 423); or by condensing formaldehyde with aniline and ortho-toluidine and oxidizing the mixture.
Hofmann having previously shown that oxidation of pure aniline alone or of pure toluidine yielded no fuchsine, whilst oxidation of a mixture of aniline and para-toluidine gave rise to the fine red dyestuff para-fuchsine (pararosaniline hydrochloride) CH 3 C 6 H 4 NH 2 +2C 6 H 5 NH 2 +30 = HOC(C 6 H 4 NH 2) 3 +2H20.
Rosenstiehl (Jahres., 1869, p. 693) found also that different rosanilines were obtained according to whether orthoor para-toluidine was oxidized with aniline; and he gave the name rosaniline to the one obtained from aniline and ortho-toluidine, reserving the term pararosaniline for the other.
The third is also in the para position; for if benzaldehyde be condensed with aniline, condensation occurs in the para position, for the compound formed may be converted into para-dioxybenzophenone, C6H5CHO -)C6H5CH(C6H4NH2)2 - >C6H5CH(C6H40H)2 -->CO(C6H40H)2 but if para-nitrobenzaldehyde be used in the above reaction and the resulting nitro compound N02 C6H4 CH(C6H4NH2)2 be reduced, then pararosaniline is the final product, and consequently the third amino group occupies the para position.
It is a liquid of boiling point 136° C. It condenses readily with aniline to give ay-dimethyl quinoline.
When heated with aniline and its salts it yields phenylrosindulin (German patent 67339 (1888)).
Concentrated hydrochloric acid converts it into chlorbenzene, aniline and nitrogen.
Zinc dust and alcoholic acetic acid reduce it to aniline and phenylhydrazine.
It unites with aldehydes to form esters of ketonic acids, and with aniline yields anilido-acetic acid.