1220-94-6

Basic information

• Product Name: 1-amino-4-(methylamino)anthraquinone
• Synonyms: 1-amino-4-(methylamino)anthraquinone;DISPERSE VIOLET 4;9,10-Anthracenedione, 1-amino-4-(methylamino)-;C.I.DISPERSEVIOLET4;1-amino-4-(methylamino)-10-anthracenedione;1-amino-4-(methylamino)-9,10-anthracenedione;1-amino-4-methylamino-anthraquinon;4-amino-1-methylaminoanthraquinone
• CAS NO: 1220-94-6
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.26798
• EINECS: 214-944-8
• Mol File: 1220-94-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 193°C
• Boiling Point: 395.45°C (rough estimate)
• Flash Point: 277.1 °C
• Appearance: /
• Density: 1.1562 (rough estimate)
• Vapor Pressure: 1.67E-11mmHg at 25°C
• Refractive Index: 1.5906 (estimate)
• Storage Temp.: 2-8°C
• PKA: 2.71±0.20(Predicted)
• Water Solubility: 580.2ug/L(25 oC)
• CAS DataBase Reference: 1-amino-4-(methylamino)anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-amino-4-(methylamino)anthraquinone(1220-94-6)
• EPA Substance Registry System: 1-amino-4-(methylamino)anthraquinone(1220-94-6)

Safety Data

• Hazardous Substances Data: 1220-94-6(Hazardous Substances Data)

Usage

Description

1-amino-4-(methylamino)anthraquinone is an organic compound with a bright blue-purple color. It is soluble in acetone and benzene, slightly soluble in ethanol, and insoluble in linseed oil. It has a similar structure to C.I. Solvent Violet 12.

Uses

Used in Textile Industry:
1-amino-4-(methylamino)anthraquinone is used as a dye for textiles due to its bright blue-purple color. It has good ironing fastness, light fastness, perspiration fastness, and washing fastness, making it suitable for various textile applications.
Used in ISO Standards:
1-amino-4-(methylamino)anthraquinone meets the ISO standards for ironing fastness (4-5), light fastness (4), perspiration fastness (2-3), washing fastness (3-4), and staining (3).
Used in AATCC Standards:
1-amino-4-(methylamino)anthraquinone also meets the AATCC standards for ironing fastness (5-6), light fastness (5), perspiration fastness (3), washing fastness (4-5), and staining (4).

Preparation

(a) 1,4-Diamino-2,3-dihydroanthraquinone?in the presence of sulfuric acid in chlorine, with methanol for methylation;

Standard(Vinegar fiber)

Ironing Fastness

Fading

Stain

Purification Methods

Purify the quinone by TLC on silica gel plates using toluene/acetone (3:1) as eluent. The main band is scraped off and extracted with MeOH. The solvent is evaporated, and the residue is dried in a drying pistol [Land et al. J Chem Soc, Faraday Trans 1 72 2091 1976]. [Beilstein 14 H 198, 14 I 462, 14 III 440, 14 IV 458.]

InChI:InChI=1/C15H12N2O2/c1-17-11-7-6-10(16)12-13(11)15(19)9-5-3-2-4-8(9)14(12)18/h2-7,17H,16H2,1H3

Upstream product

• 128-93-8 1-bromo-4-(methylamino)-9,10-anthracenedione 
• 5960-55-4 1-dimethylaminoanthraquinone 
• 82-38-2 1-(methylamino)anthraquinone 
• 73888-68-3 1-(methylamino)-4-nitroanthraquinone 
• 116-83-6 1-amino-4-methoxyanthraquinone 
• 82-45-1 1-amino-9,10-anthracenedione 
• 74-89-5 methylamine 

Downstream Products

• 33226-99-2 1-(4-chloro-anilino)-4-methylamino-anthraquinone 
• 3179-96-2 1-Methylamino-4-phenylaminoanthraquinone 
• 86722-66-9 disperse blue 3 
• 6336-83-0 1-amino-4-N-acetylmethylaminoanthraquinone 
• 14642-72-9 6-amino-N-methylanthrapyridone 
• 33157-75-4 1-methylamino-4-(4-nitrophenylamino)anthraquinone 

Relevant articles and documents

The Direct Alkylamination of 1-Aminoanthraquinone Promoted by Cobalt(II) Chloride

The reaction of 1-aminoanthraquinone with primary aliphatic amines in the presence of cobalt(II) chloride under atmospheric oxygen preferentially gave the corresponding 1-amino-4-(alkylamino)anthraquinones.The reaction did not proceed with aqueous ammonia, bidentate amines, secondary aliphatic amines, and primary arylamines.While, with alicyclic amines the reaction mainly afforded 1-amino-2,4-bis(alkylamino)anthraquinones.