148-71-0

Basic information

• Product Name: 4-diethylamino-o-toluidine
• Synonyms: 4-diethylamino-o-toluidine;3-methyl-N,N-diethyl-p-phenylenediamine;4-(Diethylamino)-2-methyl-1-benzenamine;4-(Diethylamino)-2-methylaniline;N',N'-Diethyl-2-methyl-1,4-benzenediamine;4-Amino-N,N-diethyl-m-toluidine hydrochloride,98%;N1,N1-Diethyl-3-Methylbenzene-1,4-diaMine
• CAS NO: 148-71-0
• Molecular Formula: C₁₁H₁₈N₂
• Molecular Weight: 178.27402
• EINECS: 205-722-1
• Mol File: 148-71-0.mol

Chemical Properties

• Boiling Point: 300.3°Cat760mmHg
• Flash Point: 122°C
• Appearance: /
• Density: 0.995g/cm³
• Vapor Pressure: 0.00113mmHg at 25°C
• CAS DataBase Reference: 4-diethylamino-o-toluidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-diethylamino-o-toluidine(148-71-0)
• EPA Substance Registry System: 4-diethylamino-o-toluidine(148-71-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 148-71-0(Hazardous Substances Data)

Usage

Uses

Used in Dye and Pigment Industry:
4-diethylamino-o-toluidine is used as a key component in the production of dyes and pigments, contributing to the coloration of various materials. Its chemical structure allows for the creation of a wide range of colors, making it a versatile compound in this industry.
Used in Photographic Developing Solutions:
In the photography industry, 4-diethylamino-o-toluidine serves as an essential ingredient in the manufacturing of photographic developing solutions. Its chemical properties facilitate the development process, enabling the transformation of photographic film into visible images.
Used as a Chemical Intermediate:
4-diethylamino-o-toluidine is utilized as a chemical intermediate in the synthesis of other organic compounds. Its reactivity and structural features make it a valuable building block for the creation of a variety of chemical products.
Used in Pharmaceutical Production:
4-diethylamino-o-toluidine also finds application in the pharmaceutical industry, where it is used in the production of certain medications. Its unique properties allow it to contribute to the development of pharmaceuticals with specific therapeutic effects.
However, it is important to note that 4-diethylamino-o-toluidine is considered toxic and potentially carcinogenic. Therefore, exposure to this chemical should be minimized, and proper safety precautions should be taken when handling it to ensure the well-being of individuals involved in its production and use.

InChI:InChI=1/C11H18N2.ClH/c1-4-13(5-2)10-6-7-11(12)9(3)8-10;/h6-8H,4-5,12H2,1-3H3;1H

Upstream product

• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 123-86-4 acetic acid butyl ester 
• 4719-41-9 4-Diethylamino-2-methyl-phenylimino-3-methyl-1-phenyl-2-pyrazolin-5-on 
• 110-40-7 diethyl sebacate 
• 5417-52-7 N-[4-(diethylamino)-2-methylphenyl]-acetamide 
• 6442-10-0 3-methyl-4-nitroso-N,N-diethylaniline 

Downstream Products

• 95699-20-0 5-tert-butyl-4-(4-diethylamino-2-methyl-phenylimino)-2-phenyl-2,4-dihydro-pyrazol-3-one 
• 132120-52-6 2-(2-chloro-phenyl)-4-(4-diethylamino-2-methyl-phenylimino)-5-methyl-2,4-dihydro-pyrazol-3-one 
• 95620-87-4 4-(4-diethylamino-2-methyl-phenylimino)-5-[2]furyl-2-phenyl-2,4-dihydro-pyrazol-3-one 
• 120613-11-8 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid o-anisidide 
• 120266-61-7 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(2-phenoxy-anilide) 
• 120613-09-4 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid m-anisidide 
• 120613-10-7 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid p-anisidide 
• 125614-97-3 2-(4-diethylamino-2-methyl-phenylimino)-3-(4-nitro-phenyl)-3-oxo-propionic acid anilide 
• 119533-01-6 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(2-methylsulfanyl-anilide) 
• 111638-97-2 3-[2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionylamino]-benzoic acid 
• 124360-21-0 N-[2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionyl]-anthranilic acid methyl ester 
• 117042-76-9 4-[2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionylamino]-benzoic acid methyl ester 
• 108629-55-6 N-[2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionyl]-anthranilic acid anilide 
• 120856-27-1 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(4-phenylsulfamoyl-anilide) 

Relevant articles and documents

One step hair coloring compositions using salts

A hair coloring composition comprising the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an amino phenol, a naphthol, a polyhydric phenol, a catechol and mixtures thereof; wherein the composition comprising one or more oxidative hair coloring agents further comprises al least one water soluble carbonate releasing salts; and optionally a water soluble ammonium salt, is described.

Transition metal complexes as dye forming catalysts in hair coloring compositions

A hair coloring composition comprising a first composition which comprises: (a) a dye forming transition metal salt or complex; which is first applied to the hair; and a second composition which comprises the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol a catechol and mixtures thereof.

Enhanced color deposition for hair with sequestering agents

Hair coloring compositions which comprise: (A) non-nitrogenous chelating agents from the group consisting of polyphosphate; phosphonates; hydroxycarboxylates; polyacrylates; zeolite; and mixtures thereof; (B) an oxidative dye primary intermediate; and (C) an oxidative dye coupler; (D) and water are described. The present invention also relates to a method for coloring hair which comprises contacting said hair with a hair coloring composition as described above.

Process for dyeing keratinous fibers with aminoindoles and oxidation dye precursors at basic Ph's and dyeing agents

The invention relates to a process for dyeing keratinous fibres, which consists in applying to these fibres a composition containing, in a suitable medium for dyeing, at least one coupler of formula: STR1 where R1 denotes hydrogen or alkyl, R2 and R3 denote hydrogen, alkyl, COOR' where R' is alkyl or hydrogen, at least one of the groups R2 and R3 denoting hydrogen, R4 denotes hydrogen, alkyl, hydroxyalkyl, polyhydroxyalkyl or aminoalkyl, Z1 and Z2 denote hydrogen, alkyl, hydroxyl, halogen, alkoxy, at least one of the groups Z1 and Z2 is other than hydrogen at least one oxidation dye precursor, at least one oxidizing agent, the pH of the composition applied to the fibres being higher than 7.

Methods for dyeing keratinous fibers with compositions which contain aminoindole couplers, oxidation dye precursors, and oxidizing agents at acid pHs

A method for dyeing keratin fibers, wherein a composition is applied to said fibers which contains, in a suitable dyeing medium, at least one coupler having formula (I) STR1 wherein R1 is hydrogen or alkyl; R2 and R3 are hydrogen, alkyl, COOR', where R' is alkyl or hydrogen; R4 is hydrogen, hydroxyalkyl, alkyl, polyhydroxyalkyl or acetyl or aminoalkyl wherein the amine may be mono- or disubstituted by alkyl; Z1 and Z2 are hydrogen, alkyl, hydroxy, halogen, alkoxy or a salt thereof; at least one precursor of an oxidation hair dye; and at least one oxidizing agent, the pH of the composition applied to the fibers being less than 7.

3-substituted para-aminophenols

The invention concerns the use of a 3-substituted para-aminophenol as an oxidation dye precursor for dyeing keratinous fibres, in particular human hair. The 3-substituted para-aminophenol has formula: STR1 where R1 represents alkyl, alkenyl, mono- or polyhydroxyalkyl, nitrile, cyanoalkyl, halogenoalkyl, aminoalkyl or alkoxyalkyl and R2 represents hydrogen, alkyl or mono- or polyhydroxyalkyl, provided that when R2 is hydrogen R1 is not methyl or trifluoromethyl, and to addition salts thereof with an acid. The invention also concerns dye compositions containing compound (I). The invention further concerns novel 3-substituted para-aminophenols.

Methine compounds

Methine compounds are described, which can be represented by general formula [Ic]: STR1

Process for dyeing keratinous fibers with 2,4-diamino-1,3-dimethoxybenzene at an acid ph and compositions employed

Process for dyeing keratinous fibres, especially human keratinous fibres such as the hair, characterised in that a composition containing, in a medium suitable for dyeing, at least 2,4-diamino-1,3-dimethoxybenzene as a coupler; an oxidation dye precursor; and an oxidising agent; is applied to these fibres, the pH of the composition applied to the fibres being less than 7.

1- und 2-Elektronenschritte bei der Oxidation substituierter Paraphenylendiamine mit verschiedenen Oxidationsmitteln. II. Reaktionen mit Hexacyanoferrat

The oxidation kinetics of several N- and ring-alkylated p-phenylenediamines with hexacyanoferrate(III) (F3) was studied in the pH-range 2,5-9 by means of a multimixing stopped flow technique which is described in detail.The p-phenylene diamine-derivatives (R) are oxidized via reversible one-electron steps to the semiquinone diimine radical S (rate constants k1, k-1) and the quinone diimine T (rate constants k2, k-2). - k1 and k-1 could be measured directly for all compounds, k2 and k-2 for two derivatives. - Only the unprotonated species of R, S, T, F3 are reactive.The reduction is possible by the unprotonated Fe(CN)64- (F2) and by its protonated form F2H.The complexes of F2 with alkali ions are inactive.In this way the respective association constants could be calculated.The kinetics of the reaction was compared with the thermodynamics, represented by potential-pH-diagrams. - The activation parameters of the reaction of p-phenylene diamine-derivatives with F3, F2 and also with iodine were measured.The activation energies of the second step (k2, k-2) are negligible. - Both oxidants attack the alkylated aminogroup of the p-phenylene diamine derivatives.The radical cation is deprotonated before it is oxidized.

Process for preparing 4-amino-3-methyl-N-substituted or unsubstituted alkylanilines

A process for the preparation of 4-amino-3-methyl-N-substituted or unsubstituted alkylanilines comprising acylating and/or sulfonylating 4-amino-3-methyl-nitro-benzene having the formula (I) STR1 with an acylation or sulfonylation agent to obtain a compound having the general formula (II) STR2 wherein R1 represents a hydrogen atom or an acyl group, R2 represents an acyl group or a sulfonyl group, or R1 and R2 can combine as a difunctional acyl group; reducing the nitro group of the compound having the general formula (II) with hydrogen in the presence of a metal hydrogenation catalyst to obtain a compound having the general formula (III) STR3 wherein R1 and R2 are as above defined; alkylating the amino group of the compound having the general formula (III) with an alkylation agent selected from the group consisting of an alkyl halide, a substituted alkyl halide and an alkylene oxide to obtain a compound having the general formula (IV) STR4 wherein R1 and R2 are as above defined, R3 represents an alkyl group or a substituted alkyl group and R4 represents a hydrogen atom, an alkyl group or a substituted alkyl group; and hydrolyzing the compound having the general formula (IV) to obtain a compound having the general formula (V) STR5 wherein R3 and R4 are as above defined.