1-Amino anthraquinone supplier

Name
1-Amino anthraquinone
EINECS 201-423-5
CAS No. 82-45-1
Article Data162
CAS DataBase
Density 1.383 g/cm³
Solubility 312.5ug/L(25 oC)
Melting Point 253-255 °C(lit.)
Formula C₁₄H₉NO₂
Boiling Point 464.9 °C at 760 mmHg
Molecular Weight 223.231
Flash Point 235 °C
Transport Information
Appearance deep brown crystalline powder
Safety 24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Anthraquinone,1-amino- (8CI);1-Amino-9,10-anthracenedione;1-Amino-9,10-anthraquinone;1-Aminoanthraquinone;1AAQ;9,10-Dioxo-9,10-dihydro-1-anthraceneamine;NSC30415;NSC 458;Smoke Orange G;a-Aminoanthraquinone;a-Anthraquinonylamine;
PSA 60.16000
LogP 2.62540

Synthetic route

: 82-34-8
1-nitroanthraquinone

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With sodium hydrogensulfide	99.3%
With sodium sulfide; water; sulfur at 90 - 105℃; for 6h; Temperature;	98.9%
With hydrogen In water at 45 - 95℃; under 4500.45 - 6000.6 Torr; Catalytic behavior; Temperature; Autoclave; Alkaline conditions; Industrial scale;	97.2%

: 64-19-7
acetic acid

: 3-(anthraquinon-1-yl)-1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)triazene

A: 62446-93-9
1,2,3,4-tetra-O-acetyl-D-xylopyranose

B: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
for 1h; Product distribution; acetolysis; Heating;	A 94% B 99%

...Expand

: 5960-64-5
1-(benzylamino)-9,10-anthraquinone

A: 82-45-1
1-amino-9,10-anthracenedione

B: 1157-84-2
1-benzylidene-2-(2,4-dinitrophenyl)hydrazone

Conditions

Conditions	Yield
With sulfuric acid at 100℃; for 0.666667h;	A 98% B n/a

: 5960-64-5
1-(benzylamino)-9,10-anthraquinone

: 119-26-6
(2,4-dinitro-phenyl)-hydrazine

A: 82-45-1
1-amino-9,10-anthracenedione

B: 1157-84-2
1-benzylidene-2-(2,4-dinitrophenyl)hydrazone

Conditions

Conditions	Yield
With sulfuric acid 1) 100 deg C, 40 min, 2) benzene, ethanol; Multistep reaction;	A 98% B n/a

...Expand

concentrated sodium hydroxide: concentrated sodium hydroxide

: 3274-19-9
1-(acetylamino)anthraquinone

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
In water	98%
In ethanol	95.2%
In methanol	95%

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

: 110-58-7
1-pentanamine

A: 82-45-1
1-amino-9,10-anthracenedione

B: 70730-79-9
3-amylaminoanthra<1,9-c,d>isoxazol-6-one

C: 70730-73-3
5-amylaminoanthra<1,9-c,d>isoxazol-6-one

Conditions

Conditions	Yield
With air In acetonitrile for 3.5h; Product distribution; other reagent, other solvent, other time;	A n/a B 96% C n/a

...Expand

: 129-43-1
1-hydroxyanthraquinone

: 79-07-2
Chloroacetamide

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90 - 150℃; for 25h;	87%

: 42013-62-7
1-azidoanthracene-9,10-dione

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With methanol; sodium sulfide for 0.0166667h;	85%
Multi-step reaction with 2 steps 1: 79.7 percent / toluene / 0.17 h / 70 °C 2: 73 percent / 90percent H2SO4 / 1 h / 40 °C View Scheme

: 82-34-8
1-nitroanthraquinone

: 31230-17-8
3-methyl-5-aminopyrazole

A: 82-45-1
1-amino-9,10-anthracenedione

B: 137267-17-5
2-methyl-8H-pyrazolo<5,1-b>benzoperimidin-8-one

Conditions

Conditions	Yield
With potassium carbonate In sulfolane at 150℃; for 9h;	A 13% B 77%

...Expand

: 212834-58-7
9,9-di(cyclohexylamino)-1-cyclohexylaminohydroxyphosphorylamino-10-anthrone

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With sulfuric acid for 0.25h; Hydrolysis;	76%

: 129-15-7
1-nitro-2-methylanthraquinone

: 82-24-6
1-aminoanthraquinone-2-carboxylic acid

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With sodium hydroxide; sodium dithionite In water	74%

: 85193-29-9
dimethyl N-(anthraquinon-1-yl)phosphoramidate

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With sulfuric acid at 40℃; for 1h;	73%

: 82-34-8
1-nitroanthraquinone

A: 129-43-1
1-hydroxyanthraquinone

B: 82-45-1
1-amino-9,10-anthracenedione

C: 82-28-0
disperse orange 11

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 8h; Heating;	A 70% B 20% C 10%

...Expand

: 82-34-8
1-nitroanthraquinone

: 100-97-0
hexamethylenetetramine

A: 129-43-1
1-hydroxyanthraquinone

B: 82-45-1
1-amino-9,10-anthracenedione

C: 82-28-0
disperse orange 11

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 8h; Heating;	A 70% B 20% C 10%

...Expand

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

: 100-66-3
methoxybenzene

A: 82-45-1
1-amino-9,10-anthracenedione

B: 111334-90-8
1-amino-4-(4-methoxyphenyl)-9,10-anthraquinone

Conditions

Conditions	Yield
With aluminium trichloride for 2.5h; Ambient temperature; Yields of byproduct given;	A n/a B 69%

...Expand

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

A: 82-45-1
1-amino-9,10-anthracenedione

B: 111334-90-8
1-amino-4-(4-methoxyphenyl)-9,10-anthraquinone

Conditions

Conditions	Yield
With aluminium trichloride; methoxybenzene for 2.5h; Ambient temperature; Yield given;	A n/a B 69%

: 4253-91-2
dipropyl sulfoxide

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

A: 1422983-38-7
N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-dipropylsulfoximide

B: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
In sulfolane at 130℃; for 3.5h;	A 68% B n/a

...Expand

: 70-29-1
diethyl sulphide

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

A: 1192656-58-8
N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S,S-diethylsulfoximide

B: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
In sulfolane at 130℃; for 3h;	A 67% B n/a

...Expand

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

: 934-72-5
Methyl p-tolyl sulfoxide

A: 1192657-22-9
N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S-methyl-S-(4-methylphenyl)sulfoximide

B: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
Stage #1: 6H-anthra<1,9-cd>isoxazol-6-one; Methyl p-tolyl sulfoxide In sulfolane at 130℃; for 1.5h; Stage #2: With nitrosylsulfuric acid; acetic acid In sulfolane at 18 - 20℃;	A 66% B n/a

...Expand

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

: 109-89-7
diethylamine

A: 82-45-1
1-amino-9,10-anthracenedione

B: 83206-53-5
3-diethylaminoanthra<1,9-c,d>isoxazol-6-one

C: 83206-57-9
5-diethylaminonaphtho<2,3-g>indole-6,11-dione

Conditions

Conditions	Yield
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 6h; Yields of byproduct given;	A n/a B n/a C 60%
With potassium nitrate In water at 15 - 20℃; for 10h; Product distribution; other reagent, other solvent, other time;
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 8h; Yield given. Yields of byproduct given;
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 10h; Product distribution; other reagent, other solvent, other time;

...Expand

: 110-89-4
piperidine

: 70730-89-1
6H-anthra<1,9-cd>isoxazol-6-one

A: 82-45-1
1-amino-9,10-anthracenedione

B: 83206-65-9
5-piperidinoanthra<1,9-c,d>isoxazol-6-one

C: 75753-46-7
3-piperidinoanthra<1,9-c,d>isoxazol-6-one

Conditions

Conditions	Yield
With potassium nitrate In water; acetonitrile at 15 - 20℃; for 25h; Product distribution; other reagent, other solvent, other time;	A n/a B n/a C 95%

...Expand

: 1-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)-1-oxo-3-phenylpropan-2-yl acetate

A: 828-01-3
phenyllactic acid

B: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 0.166667h; Reflux;	A 87% B 95%

: 5960-64-5
1-(benzylamino)-9,10-anthraquinone

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With aluminium trichloride In benzene for 0.5h; Heating;	94%

: 1,8-dinitroanthroquinone

: 82-34-8
1-nitroanthraquinone

: 82-35-9
1.5-dinitroanthraquinone

: 84-65-1
9,10-phenanthrenequinone

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With sodium hydroxide; palladium-carbon In methanol; nitrogen; hydrogen	93%

...Expand

: 1-amino-9,10-dihydroxy-9,10-dihydroanthracene

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 0.0666667h; Microwave irradiation;	92%

: 110605-50-0
2-[(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)methylene]malonic acid diethyl ester

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With ethylenediamine In ethanol at 20℃; for 6h;	90%

: 129-43-1
1-hydroxyanthraquinone

: 82-45-1
1-amino-9,10-anthracenedione

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90 - 150℃; for 25h;	87%
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90℃; for 24h;
With potassium carbonate; potassium iodide; Chloroacetamide In N,N-dimethyl-formamide at 90℃; for 24h;

: 82-45-1
1-amino-9,10-anthracenedione

: 81-49-2
1-amino-2, 4-dibromoanthraquinone

Conditions

Conditions	Yield
With bromine; acetic acid at 40 - 100℃; for 24h;	100%
With bromine; acetic acid at 20℃;	98%
With bromine In methanol at 50 - 60℃; Large scale;	98%

: 82-45-1
1-amino-9,10-anthracenedione

: 24429-49-0
sodium 1-amino-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

Conditions

Conditions	Yield
With sodium sulfite In pyridine; water at 22℃; for 6h; Product distribution; Irradiation; yield with different additives;	100%
With sodium sulfite In pyridine; water at 51 - 53℃; for 6h; Irradiation;	100%
With chlorosulfonic acid In nitrobenzene at 130℃; for 3h;	96%
With chlorosulfonic acid In nitrobenzene at 85 - 130℃; for 1.66667h;	87%
Multi-step reaction with 2 steps 1: Na2S nonahydrate / H2O; pyridine / 6 h / 22 °C / Irradiation 2: hydrogen peroxide View Scheme

: 82-45-1
1-amino-9,10-anthracenedione

: 1-(9,10-antraquinone)diazonium nitrate

Conditions

Conditions	Yield
With Nitrogen dioxide at 20℃; under 525.053 Torr; for 3h;	100%

: 1643-19-2
tetrabutylammomium bromide

: 82-45-1
1-amino-9,10-anthracenedione

: 77-78-1
dimethyl sulfate

: 82-38-2
1-(methylamino)anthraquinone

Conditions

Conditions	Yield
With potassium hydroxide; acetic acid In water; nitrobenzene	99.5%

...Expand

: 82-45-1
1-amino-9,10-anthracenedione

: 98-59-9
p-toluenesulfonyl chloride

: 55868-85-4
N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With pyridine for 5h; Heating;	99%
With pyridine

: 82-45-1
1-amino-9,10-anthracenedione

: 129-56-6
2H-dibenzo[cd,g]indazol-6-one

Conditions

Conditions	Yield
Stage #1: 1-amino-9,10-anthracenedione With sulfuric acid; sodium nitrite In water at 45℃; for 8h; Stage #2: With sodium metabisulfite; sodium hydroxide In water at 10 - 90℃; for 17h; pH=12.5 - 12.8; Temperature; pH-value; Time;	99%
Multi-step reaction with 2 steps 1: 1) NaNO2, conc. H2SO4; 2) sodium acetate / 1) 12 - 15 deg C, 4 h; 2) water, 0 - 3 deg C, 24 h 2: 85 percent / 37percent hydrochloric acid / acetic acid / 60 h / Heating View Scheme

: 74-87-3
methylene chloride

: 82-45-1
1-amino-9,10-anthracenedione

: 82-38-2
1-(methylamino)anthraquinone

Conditions

Conditions	Yield
With ammonium nitrate In aq. phosphate buffer at 50℃; for 5h; Reagent/catalyst; Solvent;	98.2%

: 82-45-1
1-amino-9,10-anthracenedione

: 83-62-5
1-aminoanthraquinone-2-sulfonic acid

Conditions

Conditions	Yield
Stage #1: 1-amino-9,10-anthracenedione With copper(II) sulfate In 1,2-dichloro-ethane Large scale; Stage #2: With chlorosulfonic acid at 83 - 85℃; for 3h; Time; Large scale;	98%
With sulfuric acid anschliessendes Erhitzen mit Chloroschwefelsaeure auf 110grad;
With chlorosulfonic acid In nitrobenzene at 115 - 120℃;

: 618-42-8
1-piperidin-1-yl-ethanone

: 82-45-1
1-amino-9,10-anthracenedione

: 90904-46-4
1-[1-Piperidin-1-yl-eth-(E)-ylideneamino]-anthraquinone

Conditions

Conditions	Yield
With trichlorophosphate In 1,4-dioxane at 60 - 65℃; for 3h;	98%

: 82-45-1
1-amino-9,10-anthracenedione

: 65-85-0
benzoic acid

: 3571-23-1
N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-benzamide

Conditions

Conditions	Yield
With tetrabutoxytitanium In various solvent(s) at 213℃; for 23h;	98%

: 82-45-1
1-amino-9,10-anthracenedione

: 129973-12-2
1-dichlorophosphorylamino-9,9-dichloro-10-anthrone

Conditions

Conditions	Yield
With phosphorus pentachloride In benzene for 0.5h; Mechanism; Heating; other 9,10-anthraquinone, other phosphoranes;	98%
With phosphorus pentachloride In benzene for 0.5h; Heating;	98%
With phosphorus pentachloride In benzene for 0.5h; Substitution; Heating;	78%
With phosphorus pentachloride

: 82-45-1
1-amino-9,10-anthracenedione

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: N-(1-Anthraquinonyl)-p-methoxybenzenesulfonamide

Conditions

Conditions	Yield
With pyridine for 5h; Heating;	98%

: 591-50-4
iodobenzene

: 82-45-1
1-amino-9,10-anthracenedione

: 2944-28-7
1-(phenylamino)anthraquinone

Conditions

Conditions	Yield
With 18-crown-6 ether; copper; potassium carbonate In N,N-dimethyl-formamide for 24h; Inert atmosphere; Reflux;	98%

: 1643-19-2
tetrabutylammomium bromide

: 82-45-1
1-amino-9,10-anthracenedione

: 108-90-7
chlorobenzene

: 77-78-1
dimethyl sulfate

: 82-38-2
1-(methylamino)anthraquinone

Conditions

Conditions	Yield
With potassium hydroxide; acetic acid In water	97.6%

...Expand

: 81-98-1
3,9-dibromo-7h-benz(de)anthracen-7-one

: 82-45-1
1-amino-9,10-anthracenedione

: vat brown RP

Conditions

Conditions	Yield
Stage #1: 3,9-dibromo-7h-benz(de)anthracen-7-one; 1-amino-9,10-anthracenedione With sodium carbonate; copper(II) oxide at 265℃; for 6h; Stage #2: With pyridine; aluminum (III) chloride at 140℃; for 6h; Temperature; Time;	97.1%

: 108-24-7
acetic anhydride

: 82-45-1
1-amino-9,10-anthracenedione

: 3274-19-9
1-(acetylamino)anthraquinone

Conditions

Conditions	Yield
With silica-supported boric acid In neat (no solvent) at 50℃; for 1h; chemoselective reaction;	97%
With pyridine at 80℃; for 2h;	95%
CoCl2 In acetonitrile at 80℃; for 2h;	79%

: 82-45-1
1-amino-9,10-anthracenedione

: 86-84-0
1-Naphthyl isocyanate

: 10258-79-4
1-(9,10-Dioxo-9,10-dihydro-anthracen-1-yl)-3-naphthalen-1-yl-urea

Conditions

Conditions	Yield
With pyridine at 90℃; for 1.5h;	96%

: 82-45-1
1-amino-9,10-anthracenedione

: 598-21-0
2-Bromoacetyl bromide

: 14226-37-0
2-bromo-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)acetamide

Conditions

Conditions	Yield
In 1,4-dioxane; N,N-dimethyl-formamide at 20℃; for 12h;	95.13%

: 50-00-0
formaldehyd

: 82-45-1
1-amino-9,10-anthracenedione

: 542-92-7
cyclopenta-1,3-diene

: 138495-20-2
6,11-dioxo-3a,6,11,12,13,13a-hexahydro-1H-cyclopental<1,2-c>-naphto<2,3-h>quinoline

Conditions

Conditions	Yield
With trifluoroacetic acid In water; acetonitrile for 1h; Ambient temperature;	95%
With trifluoroacetic acid In acetonitrile for 0.75h; Ambient temperature;	95%

...Expand

: 82-45-1
1-amino-9,10-anthracenedione

: 121-45-9
phosphorous acid trimethyl ester

: 82-38-2
1-(methylamino)anthraquinone

Conditions

Conditions	Yield
With [bpim][Br] at 120℃; for 6h;	95%

: 98-99-7
piperidine-1-carbodithioic acid

: 82-45-1
1-amino-9,10-anthracenedione

: 9,10-dihydro-9,10-dioxoanthracen-1-yl piperidin-1-carbodithioate

Conditions

Conditions	Yield
Stage #1: 1-amino-9,10-anthracenedione With sulfuric acid; sodium nitrite Stage #2: piperidine-1-carbodithioic acid In water at 5 - 10℃; for 0.5h;	95%

1-Amino anthraquinone Chemical Properties

IUPAC Name: 1-Aminoanthracene-9,10-dione
CAS: 82-45-1
Formula : C₁₄H₉NO₂
Molecular Weight: 223.23
Molecular Structure of 1-Aminoanthracene-9,10-dione (82-45-1):

Density: 1.383 g/cm³
Flash Point: 235 °C
Melting Point: 253-255 °C(lit.)
Boiling Point: 464.9 °C at 760 mmHg
Index of Refraction: 1.707
Molar Refractivity: 62.9 cm³
Molar Volume: 161.3 cm³
Polarizability: 24.93×10^-24cm³
Surface Tension: 67.6 dyne/cm
Enthalpy of Vaporization: 72.64 kJ/mol
Vapour Pressure: 8.04E-09 mmHg at 25°C
Water Solubility: 1.643 (mg/L) at 25°C
Appearance: deep brown crystalline powder
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.

1-Amino anthraquinone Toxicity Data With Reference

1.	eye-rbt 100 mg/24H MOD	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,121
2.	dnd-mus-ipr 250 mg/kg	ATSUDG Archives of Toxicology(Suppl 5),(1982),355.
3.	ipr-rat LD50:1500 mg/kg	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 21 (12)(1977),27.
4.	ipr-mus LD50:6026 mg/kg	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 9 (3)(1965),20.

1-Amino anthraquinone Consensus Reports

Reported in EPA TSCA Inventory.

1-Amino anthraquinone 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_x. See also AMINES.
Safety Information about 1-Aminoanthracene-9,10-dione (82-45-1):
Risk Statements about 1-Aminoanthracene-9,10-dione (82-45-1):
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements about 1-Aminoanthracene-9,10-dione (82-45-1):
S24/25: Avoid contact with skin and eyes.
WGK Germany: 1
RTECS: CB5075000
HS Code: 29223900

1-Amino anthraquinone Specification

The chemical synonyms of 1-Aminoanthracene-9,10-dione (82-45-1) are 10-Anthracenedione,1-Amino-9 ; 1-Amino-10-anthracenedione ; 1-Amino-9,10-anthraquinone ; 1-Aminoanthra-9,10-quinone ; 1-Aminoanthrachinon ; 1-Amino-anthraquinon .It may cause eye irritation.May cause skin irritation.May be harmful if absorbed through the skin.May cause irritation of the digestive tract.May be harmful if swallowed.May cause respiratory tract irritation. May be harmful if inhaled.Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.Store in a cool, dry place. Store in a tightly closed container.It can be used as intermediate for the dispersion, reduction, active and acid dyes.

Product Name

1-Amino anthraquinone

Synthetic route

1-Amino anthraquinone Chemical Properties

1-Amino anthraquinone Toxicity Data With Reference

1-Amino anthraquinone Consensus Reports

1-Amino anthraquinone Safety Profile

1-Amino anthraquinone Specification

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