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1,8,9-Anthracenetriol

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Name

1,8,9-Anthracenetriol

EINECS N/A
CAS No. 480-22-8 Density 1.2022 (rough estimate)
PSA 60.69000 LogP 3.10980
Solubility N/A Melting Point 181 °C
Formula C14H10O3 Boiling Point 327.84°C (rough estimate)
Molecular Weight 226.232 Flash Point N/A
Transport Information N/A 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;

 

1,8,9-Anthracenetriol Synthetic route

117-10-2

1,8-dihydroxy-9,10-anthracenedione

480-22-8

1,8,9 trihydroxyanthracene

Conditions
ConditionsYield
With phosphorus; hydrogen iodide
480-22-8

1,8,9 trihydroxyanthracene

C58H63Cl2O11P3

C72H71O14P3

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

1,8,9 trihydroxyanthracene

40501-36-8

2-phenoxybenzoyl chloride

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

Conditions
ConditionsYield
With pyridine In toluene; Petroleum ether; benzene90%
480-22-8

1,8,9 trihydroxyanthracene

240134-26-3, 108609-95-6

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

C58H64O11P2

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

1,8,9 trihydroxyanthracene

122-01-0

4-chloro-benzoyl chloride

42200-19-1

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

Conditions
ConditionsYield
With pyridine In ethanol; benzene56%
480-22-8

1,8,9 trihydroxyanthracene

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

C54H52Cl4O7P2

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

1,8,9 trihydroxyanthracene

74-88-4

methyl iodide

A

C18H18O3

B

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%
480-22-8

1,8,9 trihydroxyanthracene

C70H87Cl2O7P3

C84H95O10P3

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

1,8,9 trihydroxyanthracene

100-07-2

4-methoxy-benzoyl chloride

42200-26-0

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

Conditions
ConditionsYield
With pyridine In ethanol; benzene50%
480-22-8

1,8,9 trihydroxyanthracene

5538-51-2

O-acetylsalicyloyl chloride

A

petroleum

petroleum

B

42200-17-9

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

Conditions
ConditionsYield
With triethylamine In Isopropyl acetateA n/a
B 44%

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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