Product Name

  • Name

    1,8,9-TRIHYDROXYANTHRACENE

  • EINECS
  • CAS No. 480-22-8
  • Density 1.2022 (rough estimate)
  • Solubility
  • Melting Point 181 °C
  • Formula C14H10O3
  • Boiling Point 327.84°C (rough estimate)
  • Molecular Weight 226.232
  • Flash Point
  • Transport Information
  • Appearance yellow crystalline powder
  • Safety
  • Risk Codes R36/37/38
  • Molecular Structure Molecular Structure of 480-22-8 (1,8,9-TRIHYDROXYANTHRACENE)
  • Hazard Symbols R36/37/38:Irritating to eyes, respiratory system and skin.;
  • Synonyms 1,8,9-Anthratriol;1,8,9-Trihydroxyanthracene;4-06-00-07602 (Beilstein Handbook Reference);BRN 1976792;CCRIS 5592;Dermaline;Derobin;Dioxyanthranol;DrithoCreme;Drithoscalp;Lasan;NSC 403736;UNII-U8CJK0JH5M;
  • PSA 60.69000
  • LogP 3.10980

Synthetic route

1,8-dihydroxy-9,10-anthracenedione
117-10-2

1,8-dihydroxy-9,10-anthracenedione

1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

Conditions
ConditionsYield
With phosphorus; hydrogen iodide
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C58H63Cl2O11P3

C58H63Cl2O11P3

C72H71O14P3

C72H71O14P3

Conditions
ConditionsYield
With triethylamine In toluene at 0 - 20℃;96%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

2-phenoxybenzoyl chloride
40501-36-8

2-phenoxybenzoyl chloride

1,8,9-tri(2-phenoxybenzoyloxy)anthracene

1,8,9-tri(2-phenoxybenzoyloxy)anthracene

Conditions
ConditionsYield
With pyridine In toluene; Petroleum ether; benzene90%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4,8-di-tert-butyl-6-chloro-2,10-dimethoxy-5,7,6-dioxaphosphadibenzo[a,c]cycloheptene
240134-26-3, 108609-95-6

4,8-di-tert-butyl-6-chloro-2,10-dimethoxy-5,7,6-dioxaphosphadibenzo[a,c]cycloheptene

C58H64O11P2

C58H64O11P2

Conditions
ConditionsYield
With triethylamine In toluene at 0℃;89%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

1,8,9-tri(4-chlorobenzoyloxy)anthracene
42200-19-1

1,8,9-tri(4-chlorobenzoyloxy)anthracene

Conditions
ConditionsYield
With pyridine In ethanol; benzene56%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4,8-di-tert-butyl-2,6,10-trichlorodibenzo[d,f][1,3,2]dioxaphosphepine

4,8-di-tert-butyl-2,6,10-trichlorodibenzo[d,f][1,3,2]dioxaphosphepine

C54H52Cl4O7P2

C54H52Cl4O7P2

Conditions
ConditionsYield
With triethylamine In toluene at 0℃;52%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

methyl iodide
74-88-4

methyl iodide

A

C18H18O3

C18H18O3

B

1-hydroxy-8-methoxy-10,10-dimethylanthracen-9(10H)-one

1-hydroxy-8-methoxy-10,10-dimethylanthracen-9(10H)-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 55℃; for 18h;A 25%
B 52%
...Expand
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C70H87Cl2O7P3

C70H87Cl2O7P3

C84H95O10P3

C84H95O10P3

Conditions
ConditionsYield
With triethylamine In toluene at 0 - 70℃;51%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

1,8,9-tri(4-methoxybenzoyloxy)anthracene
42200-26-0

1,8,9-tri(4-methoxybenzoyloxy)anthracene

Conditions
ConditionsYield
With pyridine In ethanol; benzene50%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

O-acetylsalicyloyl chloride
5538-51-2

O-acetylsalicyloyl chloride

A

petroleum

petroleum

B

1,8,9-tri(2-acetoxybenzoyloxy)-anthracene
42200-17-9

1,8,9-tri(2-acetoxybenzoyloxy)-anthracene

Conditions
ConditionsYield
With triethylamine In Isopropyl acetateA n/a
B 44%
...Expand
C56H80Cl2O4P2
154437-34-0

C56H80Cl2O4P2

1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C70H88O7P2

C70H88O7P2

Conditions
ConditionsYield
With triethylamine In toluene at -20 - 20℃;44%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

1,8,9-tri(3-nitrobenzoyloxy)anthracene
42200-25-9

1,8,9-tri(3-nitrobenzoyloxy)anthracene

Conditions
ConditionsYield
With pyridine In ethanol; benzene14%
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

1,8,9-tri(4-nitrobenzoyloxy)anthracene
42200-24-8

1,8,9-tri(4-nitrobenzoyloxy)anthracene

Conditions
ConditionsYield
With pyridine In ethanol; benzene6%
4-hydroxybenzoyl chloride
28141-24-4

4-hydroxybenzoyl chloride

1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

1,8,9-tri(4-hydroxybenzoyloxy)anthracene
42200-27-1

1,8,9-tri(4-hydroxybenzoyloxy)anthracene

Conditions
ConditionsYield
With pyridine; thionyl chloride In N-methyl-acetamide; toluene; benzene2%
...Expand
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

1,8,9-triacetyloxyanthracene
16203-97-7

1,8,9-triacetyloxyanthracene

Conditions
ConditionsYield
bei der Acetylierung;
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

benzoyl chloride
98-88-4

benzoyl chloride

1,8,9-tris-benzoyloxy-anthracene
72045-47-7

1,8,9-tris-benzoyloxy-anthracene

1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

1,8,9-tri[3-(trifluoromethyl)benzoyloxy]anthracene

1,8,9-tri[3-(trifluoromethyl)benzoyloxy]anthracene

Conditions
ConditionsYield
With pyridine In ethanol; benzene
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

2,4-dichlorobenzoyl chloride
89-75-8

2,4-dichlorobenzoyl chloride

1,8,9-tri-(2,4-dichlorobenzoyloxy)anthracene

1,8,9-tri-(2,4-dichlorobenzoyloxy)anthracene

Conditions
ConditionsYield
With pyridine In ethanol; benzene
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C65H67O14P3

C65H67O14P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / -20 - 20 °C
2: triethylamine / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C68H69O13P3

C68H69O13P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / 0 °C
2: triethylamine / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C61H72O11P2Si

C61H72O11P2Si

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / -20 - 20 °C
2: tetrahydrofuran / 10 h / Reflux
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C65H67O14P3

C65H67O14P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / 0 °C
2: triethylamine / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C69H69O14P3

C69H69O14P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / 0 °C
2: triethylamine / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C64H66NO14P3

C64H66NO14P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / 0 °C
2: triethylamine / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

C58H63Cl2O11P3

C58H63Cl2O11P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / 0 °C
2: triethylamine; phosphorus trichloride / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite
71941-98-5

3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite

C70H87Cl2O7P3

C70H87Cl2O7P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / 0 - 70 °C
2: triethylamine; phosphorus trichloride / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite
71941-98-5

3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite

C70H88O7P2

C70H88O7P2

Conditions
ConditionsYield
With triethylamine In toluene at 0 - 70℃;
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4,8-di-tert-butyl-2,6,10-trichlorodibenzo[d,f][1,3,2]dioxaphosphepine

4,8-di-tert-butyl-2,6,10-trichlorodibenzo[d,f][1,3,2]dioxaphosphepine

C61H55Cl4O10P3

C61H55Cl4O10P3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / toluene / 0 °C
2: triethylamine / toluene / 0 - 20 °C
View Scheme
1,8,9 trihydroxyanthracene
480-22-8

1,8,9 trihydroxyanthracene

4,8-di-tert-butyl-6-(3,3'-di-tert-butyl-2'-(dichlorophosphinooxy)-5,5'-dimethoxybiphenyl-2-yloxy)-2,10-dimethoxy-dibenzo[d,f][1,3,2]dioxaphosphepine

4,8-di-tert-butyl-6-(3,3'-di-tert-butyl-2'-(dichlorophosphinooxy)-5,5'-dimethoxybiphenyl-2-yloxy)-2,10-dimethoxy-dibenzo[d,f][1,3,2]dioxaphosphepine

C58H64O11P2

C58H64O11P2

Conditions
ConditionsYield
With triethylamine In toluene at -20 - 20℃;

1,8,9-Anthracenetriol Chemical Properties

IUPAC Name: Anthracene-1,8,9-triol 
Molecular Formula: C14H10O3
Molecular Weight: 226.24
EINECS: 214-538-0
Density: 1.419 g/cm3
Melting Point: 176 - 181 ºC
Boiling Point: 464.1 °C at 760 mmHg
Flash Point: 248.6 °C
Appearance: yellow crystalline powder
Freely Rotating Bonds: 3
Polar Surface Area: 27.69 Å2
Index of Refraction: 1.837
Molar Refractivity: 67.58 cm3
Molar Volume: 152.9 cm3
Polarizability: 26.79 ×10-24 cm3
Surface Tension: 81.7 dyne/cm
Enthalpy of Vaporization: 74.58 kJ/mol
Vapour Pressure: 5.23E-09 mmHg at 25°C 
Storage temperature: 2-8°C 
Stability: stable, combustible, incompatible with strong oxidizing agents.
The Cas Register Number  of 1,8,9-Anthracenetriol is 480-22-8.The chemical synonyms of 1,8,9-Anthracenetriol (CAS NO.480-22-8) are 1,8,9-anthracenetriol ; Anthracene-1,8,9-triol ; 1, 8-Dihydroxyanthranol ; 1,8, 9-Anthratriol ; 1,8-Dihydroxy-9(10H)-anthracenone ; 1,8-Dihydroxy-9-anthranol ; 1,8-Dihydroxy-9-anthrol ; 1,8-dihydroxyanthranol .Product categories of 1,8,9-Anthracenetriol (CAS NO.480-22-8) are Aromatic Phenols ; Intermediates and Fine Chemicals ; Pharmaceuticals .The molecular structure of 1,8,9-Anthracenetriol (CAS NO.480-22-8) is.

1,8,9-Anthracenetriol Uses

  1,8,9-Anthracenetriol (CAS NO.480-22-8) is used as antipsoriatic.

1,8,9-Anthracenetriol Toxicity Data With Reference

1.    

mmo-sat 100 µg/plate

     BCSTB5    Biochemical Society Transactions. 5 (1977),1489.
2.    

mma-sat 100 µg/plate

     BCSTB5    Biochemical Society Transactions. 5 (1977),1489.
3.    

dnr-esc 250 µg/plate

     JNCIAM    Journal of the National Cancer Institute. 62 (1979),873.
4.    

mmo-smc 165 nmol/L

     ADVEA4    Acta Dermato-Venereologica. 51 (1971),45.

1,8,9-Anthracenetriol Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 13 (1977),p. 75.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) .

1,8,9-Anthracenetriol Safety Profile

Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. Skin contact can cause folliculitis. Absorption can cause kidney damage and intestinal disturbances. Combustible when heated. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: IrritantXi, ToxicT
Risk Statements: 36/37/38-45 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R45: May cause cancer.
Safety Statements: 26-53-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S53: Avoid exposure - obtain special instructions before use.
WGK Germany: 3
RTECS: CB8927000

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