Pararosaniline chloride

PARAROSANILINE CHLORIDE PAR3ROSANTL-INE HYDROCHLORIDE p-ROSANIUNE HCL SCHULTZ-TAB No. 779 (GERMAN) 4,4 4"-TRlAMINO-TRIPHENYLMETHAN-HYDROCHLORID (GERMAN)... 

Pararosaniline. See Basic violet 14 Pararosaniline chloride. See p-Rosaniline hydrochloride... 

Gentian violet (hexamethyl-pararosaniline chloride, hexamethyl-p-rosanUine chlorine, aniline violet,... 

Calcozine Magenta N Fuchsine DR 001 Fuchsine SP Fuchsine SPC Orient Para Magenta Base Parafuchsin Parafuchsine Pararosaniline Pararosaniline chloride Pararosaniline hydrochloride / -Fuchsin / -Fuchsine p-Rosaniline hydrochloride... 

The first triaryknethane dyes were synthesized on a strictiy empirical basis in the late 1850s an example is fuchsine, which was prepared from the reaction of vinyl chloride with aniline. Thek stmctural relationship to triphenylmethane was estabHshed by Otto and Fmil Fischer (5) with the identification of pararosaniline [569-61-9] as 4,4, 4 -triaminotriphenyknethane and the stmctural elucidation of fuchsine. Several different stmctures have been assigned to the triaryknethane dyes (6—8), but none accounts precisely for the observed spectral characteristics. The triaryknethane dyes are therefore generally considered to be resonance hybrids. However, for convenience, usually only one hybrid is indicated, as shown for crystal violet [548-62-9] Cl Basic Violet 3 (1), for which = 589 nm. 

The most important starting materials for process A are 4,4, 4"-triamino-triphenylmethane, pararosaniline (119), and parafuchsin (118). Aniline and formaldehyde are treated at 170°C to form, apart from some formaldehyde-aniline intermediates, 1,3,5-triphenylhexahydrotriazine as the main component. Subsequent treatment with an acidic catalyst, for instance with hydrochloric acid, in excess aniline as a solvent initially affords 4,4 -diaminodiphenylmethane, which is finally oxidized to yield parafuchsin (118). Iron(III)chloride and nitrobenzene, which in the past were used as oxidants, are no longer used. The reaction is now performed by air oxidation in the presence of vanadium pentoxide as a catalyst. 

It is prepared by air oxidation of dimethylaniline in the presence of phenol and copper salts as well as sodium chloride. The reaction product consists of tetra- to hexamethylated pararosanilines (see 119, p. 541) ... 

The amido-groups of pararosaniline are in the para position to the methane-carbon atom. It is formed by heating two molecules of aniline and one moleeule of paratoluidine [11] with arsenic acid, mercuric chloride, or other oxidizing agents by partial reduction of trinitrotriphenylcarbinol with zinc powder and acetic acid [13] by oxidation of triamidotriphenylmethane-(paraleucaniline) [12] by heating aurine with ammonia to 120° [13] and by heating pure aniline with carbon tetrachloride, ethylene chloride, or iodoform. It may also be obtained by action of paranitrobenzaldehyde [14], paranitrobenzyl- and benzoyl chloride [15], or paranitrobenzyl-alcohol on aniline. 

The melt is extracted with water, and the residue dissolved in hot alcohol, and ammonia gas passed into the solution. The precipitate which forms is boiled with acetic acid or hydrochloric acid [44, 48, 49]. Aurin is also formed by condensation of phenol with formic acid and zinc chloride [45], by boiling the diazo-compound from pararosaniline with water [12], by heating dioxybenzophenone chloride with phenol [46], and by action of salicylic aldehyde on phenol in presence of concentrated sulphuric acid [47]. 

Triphenylmetliaiie—is produced by the action of aluminium chlorid upon a mixture of benzene and chloroform. It is a crystalline solid, fuses at 92° (197°.6 F.) boils at 360° (680° F.) soluble in ether, and in chloroform. It is converted into a tri-nitro derivative by fuming HlfOj, and this, in turn, is converted by nascent H into leuco-pararosanilin, CH,(CsH4,NHj)s (see below). 

The rosanilins are powerful triacid bases, are colorless, but combine with acids to form brilliantly colored salts. Fuchsine is industrially obtained from anilin oil, which contains both anilin and toluidin, neither of which in the pure state will produce a red color. The process consists essentially in heating the-oU with a mixture of nitro-benzene, hydrochloric acid and iron filings. The product is a mixture of the chlorids of rosanilin and pararosanilin, is in hard, green crystals, soluble in water and alcohol, to which it communicates a brilliant red color. 

Crystal Violet.—The preparation of this dye, which is the chloride of hexamethyl-pararosaniline, illustrates a method of preparing dyes of this class. The compound is manufactured by treating dimethylaniline with carbonyl chloride or tetra-methyl-diamino-benzophenone chloride —... 

Hexamethyl p-rosaniline chloride Hexamethyl p-rosaniline hydrochloride Hexamethyl violet Methyirosaniline chloride Methyl violet Pararosaniline, N,N,N, N, N",N -hexamethyl-, chloride... 

Pararosaniline Rosaniline Rosaniline hydrochloride Rosanilinium chloride... 

Methyl Violet 5BNO Methyl Violet 5BO Methyl Violet 6B Methyl Violet 6B (biological stain) Methyl Violett Methylrosaniline chloride Methylrosanilinium chlorid Methylrosanilinium chloride Mitsui Crystal Violet Oxi-uran Oxycolor Oxyozyl Paper Blue R Pararosaniline, V,V,A, A, A",A"-hexamethyl-, chloride Plastoresin Violet 5BO Pyoktanin Sanyo Fanal Violet R Vermicid Vianin Viocid Violet 5BO Violet 6BN Violet CP Violet XXIII... 

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