2944-19-6

Basic information

• Product Name: 1-[(4-methylphenyl)amino]anthraquinone
• Synonyms: 1-[(4-methylphenyl)amino]anthraquinone;1-[(4-Methylphenyl)amino]-9,10-anthracenedione
• CAS NO: 2944-19-6
• Molecular Formula: C₂₁H₁₅NO₂
• Molecular Weight: 313.3493
• EINECS: 220-944-9
• Mol File: 2944-19-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 516.6°Cat760mmHg
• Flash Point: 188.5°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 8.83E-11mmHg at 25°C
• Refractive Index: 1.695
• CAS DataBase Reference: 1-[(4-methylphenyl)amino]anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4-methylphenyl)amino]anthraquinone(2944-19-6)
• EPA Substance Registry System: 1-[(4-methylphenyl)amino]anthraquinone(2944-19-6)

Safety Data

• Hazardous Substances Data: 2944-19-6(Hazardous Substances Data)

Usage

Chemical Class

Vat dye

Structure

Derived from anthraquinone with a 4-methylphenyl group attached to the amino group

Application

Used as a dye in the textile industry for imparting deep black color to fabrics

Solubility

Insoluble in water

Activation

Requires a reducing agent to become soluble and bind to the fabric

Toxicity

Low acute toxicity, but long-term effects are not well-studied

Safety Measures

Handle with care and ensure proper safety measures are in place when working with the compound

InChI:InChI=1/C21H15NO2/c1-13-9-11-14(12-10-13)22-18-8-4-7-17-19(18)21(24)16-6-3-2-5-15(16)20(17)23/h2-12,22H,1H3

Upstream product

• 82-34-8 1-nitroanthraquinone 
• 106-49-0 p-toluidine 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 80301-48-0 4,9-dihydroxynaphtho<2,3-c>cyclohexen-1-one 
• 30845-78-4 potassium 9,10-dihydro-9,10-dioxoanthracene-1-sulfonate 
• 70557-88-9 1-(4-formylphenylamino)anthraquinone 
• 70557-87-8 4-[(9,10-Dioxo-9,10-dihydro-anthracen-1-yl)-methyl-amino]-benzaldehyde 
• 7732-18-5 water 
• 13460-50-9 metaboric acid 
• 2944-28-7 1-(phenylamino)anthraquinone 
• 69658-00-0 1-N-acetylphenylaminoanthraquinone 
• 129-43-1 1-hydroxyanthraquinone 

Downstream Products

• 75839-22-4 1-(2-nitro-4-methylanilino)anthraquinone 
• 74634-26-7 1-(4-methylanilino)-5-(2-bromo-4-methylanilino)anthraquinone 
• 74975-23-8 1-(4-methylanilino)-4-(2-nitro-4-methylanilino)anthraquinone 
• 75839-40-6 1-(2-nitro-4-methylanilino)-4-bromoanthraquinone 
• 7196-42-1 1-(2-bromo-4-methylanilino)-4-bromoanthraquinone 
• 74634-11-0 1-(2-bromo-4-methylanilino)anthraquinone 

Relevant articles and documents

EFFECT OF CONFORMATION ON THE REACTIVITY OF α-ARYLAMINOANTHRAQUINONES. REACTION OF 1-ARYLAMINOANTHRAQUINONES WITH THE VILSMEIER COMPLEX

1-Phenylaminoanthraquinone reacts with the Vilsmeier complex mostly with the formation of the N-(1-antraquinonyl)-N-phenyl-N',N'-dimethylformamidinium salt.The introduction of a methyl group at the nitrogen atom or at position 2 of anthraquinone or two methoxy groups at positions 2 and 5 of the phenyl group makes it possible to formylate the latter quantitatively at the para position. 1-(2,6-Dimethylphenylamino)-anthraquinone does not enter into the reaction at all.The effect of the conformation of the nitrogen atom and rotation of the phenyl on account of steric hindrances on the direction of the reaction at the N and C4' atoms was examined for the case of these and other substituted 1-phenylaminoanthraquinones.It was concluded that sterically unhindered 1-arylaminoanthraquinones have a structure close to planar in solutions.