82-38-2

Basic information

• Product Name: Disperse Red 9
• Synonyms: SOLVENT RED 111;1-(methylamino)-10-anthracenedione;1-(methylamino)-9,10-anthracenedione;1-(Methylamino)-9,10-anthraquinone;1-(Methylamino)anthra-9,10-quinone;1-(methylamino)-anthraquinon;10-Anthracenedione,1-(methylamino)-9;1-Methylamineanthraquinone
• CAS NO: 82-38-2
• Molecular Formula: C₁₅H₁₁NO₂
• Molecular Weight: 237.25
• EINECS: 201-417-2
• Product Categories: Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones;Aminoanthraquinones;Anthraquinones;Solvent Dyestuff;M;Stains and Dyes;Stains&Dyes, A to
• Mol File: 82-38-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 170-172°C
• Boiling Point: 379.79°C (rough estimate)
• Flash Point: 195.3 °C
• Appearance: Red
• Density: 1.1469 (rough estimate)
• Vapor Pressure: 9.29E-09mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: room temp
• PKA: 2.27±0.20(Predicted)
• Water Solubility: 73.55ug/L(25 oC)
• CAS DataBase Reference: Disperse Red 9(CAS DataBase Reference)
• NIST Chemistry Reference: Disperse Red 9(82-38-2)
• EPA Substance Registry System: Disperse Red 9(82-38-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: CB0536600
• Hazardous Substances Data: 82-38-2(Hazardous Substances Data)

Usage

Uses

1-Methylaminoanthraquinone is an important intermediate for manufacturing solvent dyes and acid dyes.

Preparation

1-Chloroanthraquinone?or 9,10-Dioxo-9,10-dihydroanthracene-1-sulfonic acid?in pressure and in the presence of antioxidants with Methanamine for processing.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 573, 1955Synthetic Communications, 21, p. 1889, 1991 DOI: 10.1080/00397919108021779

Properties and Applications

Bright red blue light. Soluble in ethanol, acetone and soluble fiber element, slightly soluble in benzene and carbon tetrachloride, insoluble in special solvent, tao. The strong sulfuric acid for brown, for dark orange after diluted. Used for polyester, polyamide fiber, acrylic, acetate fiber and three acetate fiber dyeing, sheepskin and plastic color. Good levelness, improve rate is high. Standard(Vinegar fiber) Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain ISO 4 4 3 4 3

Standard(Vinegar fiber)

Ironing Fastness

Fading

Stain

Purification Methods

Crystallise it to constant melting point from butan-1-ol, then from EtOH. It can be sublimed under vacuum. [Beilstein 7 IV 2574.]

InChI:InChI=1/C15H11NO2/c1-16-12-8-4-7-11-13(12)15(18)10-6-3-2-5-9(10)14(11)17/h2-8,16H,1H3

Upstream product

• 82-49-5 1-anthraquinonesulfonic acid 
• 67-56-1 methanol 
• 82-45-1 1-amino-9,10-anthracenedione 
• 50-00-0 formaldehyd 
• 693-05-0 N-(2-cyanoethyl)-N-methylamine 
• 82-34-8 1-nitroanthraquinone 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 73178-74-2 1-chloro-5-methylamino-anthraquinone 
• 569-06-2 1-fluoro-9,10-anthraquinone 
• 57-14-7 N,N-Dimethylhydrazine 
• 128-93-8 1-bromo-4-(methylamino)-9,10-anthracenedione 
• 109-73-9 N-butylamine 
• 7664-93-9 sulfuric acid 
• 55868-88-7 1-[methyl-(toluene-4-sulfonyl)-amino]-anthraquinone 

Downstream Products

• 670259-07-1 1-benzoyl-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione 
• 1220-94-6 1-amino-4-(methylamino)anthraquinone 
• 138452-30-9 2-Methyl-1-phenylnaphth<1,2,3-cd>indol-6(2H)-one 
• 3179-96-2 1-Methylamino-4-phenylaminoanthraquinone 
• 6373-16-6 1-methylamino-4-hydroxyanthraquinone 
• 128-93-8 1-bromo-4-(methylamino)-9,10-anthracenedione 
• 6374-84-1 1-methylamino-2-bromoanthraquinone 
• 138452-38-7 10-Benzyl-10-benzyloxy-4-methylamino-9(10H)-anthracenone 
• 82-45-1 1-amino-9,10-anthracenedione 
• 52868-94-7 N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-N-methyl-benzamide 

Relevant articles and documents

Ionic liquids as novel and recyclable reaction media for N-alkylation of amino-9,10-anthraquinones by trialkyl phosphites

Ionic liquids such as 1,3-dialkylimidazolium bromides make excellent catalysts and solvents for N-alkylation of amino-9,10-anthraquinones in the presence of trialkyl phosphites. For triethyl phosphite, [bpim][Br] gave better results. The ionic liquids are successfully regenerated and reused.

Method for synthesizing solvent dye intermediate

The invention discloses a method for synthesizing a solvent dye intermediate. The dye intermediate is 1-methylaminoanthraquinone, and the method comprises the following steps: 1-aminoanthraquinone andchloromethane are used as the raw materials, and the target product is obtained by the condensation reaction under the action of a catalyst and an acid binding agent in a polar solvent. The route that 1-methylaminoanthraquinone is synthesized by using 1-aminoanthraquinone and chloromethane as the raw materials does not have nitrosamine formation, the high quality solvent dye intermediate is produced, and the quality of downstream products is improved. Moreover, the method uses ammonium chloride, ammonium acetate or ammonium nitrate as the reaction catalyst, the selectivity of the main productsecondary amine is improved, and the side reaction tertiary amine production is reduced.

Process for preparing substituted aminoanthraquinones

Substituted aminoanthraquinone compounds, which are used for dye stuffs or intermediate thereof, represented by the formula (II) STR1 wherein R3 represents a C1 -C6 alkyl group which may be substituted, X represents a hydrogen atom, --COR1 or --SO2 R2 wherein R1 and R2 each represents a substituted or unsubstituted C1 -C4 alkyl or C6 -C12 aryl group, and Y and Z represent independently a hydrogen atom, a halogen atom, a nitro group or a C1 -C4 alkyl group, is prepared by allowing anthraquinone compounds represented by the formula STR2 wherein X, Y and Z are as defined above, to react with alkylating agents in organic solvents in the presence of organic quaternary ammonium salts and alkalies.