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 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 Reference	82-45-1(CAS DataBase Reference)
NIST Chemistry Reference	1-Aminoanthraquinone(82-45-1)
EPA Substance Registry System	1-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

Provider	Language
C.I. 37275	English
SigmaAldrich	English
ACROS	English
ALFA	English

1-Aminoanthraquinone Usage And Synthesis

Description	Anthraquinone 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 Properties	deep brown crystalline powder. Soluble in hot nitrobenzene, toluene, xylene, ether, acetic acid, chloroform, benzene, slightly soluble in cold ethanol, insoluble in water.
Uses	1-Aminoanthraquinone is the most important intermediate for manufacturing acid, reactive, disperse, and vat dyes.
Preparation	1-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 Actions	1-Aminoanthraquinone has the ability to increase the solubility of derivatives of anthraquinone in supercritical carbon dioxide.
Safety Profile	Moderately 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
Synthesis	Anthraquinone 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.

1-Aminoanthraquinone Preparation Products And Raw materials

Raw materials

Sulfuric acid-->Nitric acid-->Sodium sulfite-->Sodium dithionite-->Sodium sulfide-->Metanilic acid-->Nicotinic acid-->Anthraquinone-->1-Anthraquinonesulfonic acid-->N-anthraquinon-1-ylacetamide

Preparation Products

Bromaminic acid-->Vat Black 8-->Vat Green 3-->Vat Green 8-->VAT BLACK 27-->Disperse Red 60-->Vat Black 25-->1-Amino-2,4-dibromoanthraquinone-->Vat Black 9-->Vat Yellow 33-->Vat Grey M-->Disperse Red 146-->C.I. 60752-->Disperse Red 127-->1-amino-4-hydroxy-2-(2-methoxyethoxy)anthraquinone-->1-amino-4-hydroxy-2-[(6-hydroxyhexyl)oxy]anthraquinone-->Disperse Red 53-->Kayalon Polyester Light Red BL-SE-->DISPERSE RED 55

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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