1-Aminoanthraquinone

1-Aminoanthraquinone Basic information
Product Name:1-Aminoanthraquinone
Synonyms:Diazo Fast Red AL;alpha-Anthraquinonylamine;Anthraquinone, 1-amino-;.alpha.-Aminoanthraquinone;10-Anthracenedione,1-amino-9;1-amino-10-anthracenedione;1-Amino-9,10-anthraquinone;1-Aminoanthra-9,10-quinone
CAS:82-45-1
MF:C14H9NO2
MW:223.23
EINECS:201-423-5
Product Categories:Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones;Organics;Aminoanthraquinones;Anthraquinones;A;Stains and Dyes;Stains&Dyes, A to;C13 to C14;Carbonyl Compounds;Ketones;bc0001
Mol File:82-45-1.mol
1-Aminoanthraquinone Structure
1-Aminoanthraquinone Chemical Properties
Melting point 253-255 °C (lit.)
Boiling point 364.52°C (rough estimate)
density 1.1814 (rough estimate)
refractive index 1.4700 (estimate)
storage temp. room temp
solubility Soluble in alcohol, benzene, chlroform, ether, glacial acetic acid, HCl
form powder to crystal
Colour Index 37275
pka-0.51±0.20(Predicted)
color Orange to Brown to Dark red
Water Solubility 312.5ug/L(25 ºC)
Merck 14,417
BRN 396360
Stability:Stable. Incompatible with acids, acid chlorides, acid anhydrides, chloroformates, strong oxidizing agents.
CAS DataBase Reference82-45-1(CAS DataBase Reference)
NIST Chemistry Reference1-Aminoanthraquinone(82-45-1)
EPA Substance Registry System1-Aminoanthraquinone (82-45-1)
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25
RIDADR 3077
WGK Germany 1
RTECS CB5075000
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29223900
MSDS Information
ProviderLanguage
C.I. 37275 English
SigmaAldrich English
ACROS English
ALFA English
1-Aminoanthraquinone Usage And Synthesis
DescriptionAnthraquinone dyes are the second largest class of dyes after azo dyes, and 1-aminoanthraquinone is an important intermediate for the synthesis of anthraquinone dyes. It is the main raw materials of amino acid and pyrazole anthraquinone occupy an extremely important position in the dye industry.
Chemical Propertiesdeep brown crystalline powder. Soluble in hot nitrobenzene, toluene, xylene, ether, acetic acid, chloroform, benzene, slightly soluble in cold ethanol, insoluble in water.
Uses1-Aminoanthraquinone is the most important intermediate for manufacturing acid, reactive, disperse, and vat dyes.
Preparation1-Aminoanthraquinone (1-AAQ) is synthesized by the condensation of 2-substituted benzoic acid and xylene to yield 2-substituted-dimethylbenzophenone, subsequent oxidation of the methyl groups, ring closure to form a 1-substituted anthraquinone carboxylic acid, replacement of the 1-substituent with ammonia, and decarboxylation.
Biochem/physiol Actions1-Aminoanthraquinone has the ability to increase the solubility of derivatives of anthraquinone in supercritical carbon dioxide.
Safety ProfileModerately toxic by intraperitoneal route. An eye irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic NO,. See also AMINES
SynthesisAnthraquinone is sulfonated with nicotinic sulfuric acid in the presence of a small amount of mercury salt to generate anthraquinone-1-sulfonic acid, which is then neutralized with potassium hydroxide to form anthraquinone sulfonic acid potassium salt. Under high temperature and high pressure, ammonia and anthraquinone sulfonic acid potassium The salt action generates 1-aminoanthraquinone, and the generated sulfite reacts with the product again and the quality of the product decreases. Therefore, nitrobenzene sulfonate is usually used as an oxidant to oxidize sulfite to sulfate, which itself is reduced to m-aminobenzenesulfonic acid.
2,6-Diaminoanthraquinone 1-NITROANTHRAQUINONE anthraquinone dye(s) Disperse Blue 27 1,8-diaminoanthraquinone 1,4-bis[(2-ethyl-6-methylphenyl)amino]anthraquinone 1-amino-4-(methylamino)anthraquinone ALTRENOGEST Disperse Red 9 1,4-bis[(2,6-diethylphenyl)amino]anthraquinone SUDAN BLUE Celliton Fast Pink B Mitoxantrone HCL for Injection (Lyophilized Power) Disperse Blue 56 Solvent Violet 13 AMINO ACIDS Solvent Blue 101 1-Amino-5-benzoylaminoanthraquinone

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