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| CAS No.: | 481-74-3 |
|---|---|
| Name: | Chrysophanic acid |
| Molecular Structure: | |
|
|
|
| Formula: | C15H10O4 |
| Molecular Weight: | 254.242 |
| Synonyms: | 1,8-Dihydroxy-3-methylanthraquinone;9,10-Anthracenedione, 1,8-dihydroxy-3-methyl- (9CI);1,8-dihydroxy-3-methyl-9,10-anthraquinone;C.I. Natural Yellow 23;Anthraquinone, 1,8-dihydroxy-3-methyl-;Chrysophansaeure;9,10-Anthracenedione, 1, 8-dihydroxy-3-methyl-;3-Methyl-1, 8-dihydroxyanthraquinone;9,10-Anthracenedione,1,8-dihydroxy-3- methyl-; |
| EINECS: | 207-572-2 |
| Density: | 1.476 g/cm3 |
| Melting Point: | 194-198 °C |
| Boiling Point: | 489.495 °C at 760 mmHg |
| Flash Point: | 263.939 °C |
| Solubility: | water: <0.1 g/100 mL at 18 °C |
| Appearance: | yellow crystalline solid or brown powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 74.60000 |
| LogP: | 2.18160 |
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- 99170-93-1N-Methyl-2-oxazolamine
- 67116-22-7
8-hydroxy-1-methoxy-3-methylanthracene-9,10-dione
- 481-74-3
Chrysophanol
| Conditions | Yield |
|---|---|
| With hydrogen bromide In acetic acid for 5h; Heating; | 100% |
| With hydrogen bromide In acetic acid for 5h; Heating; | 100% |
| With hydrogen bromide; acetic acid Yield given; |
- 13241-28-6, 67492-66-4
Chrysophanol 8-O-beta-D-glucopyranoside
- 481-74-3
Chrysophanol
| Conditions | Yield |
|---|---|
| With acetate buffer; β-glucosidase In water at 37℃; for 16h; pH=5.0; | 98% |
- 108637-78-1
(1R,4aS,9aR)-9a-Chloro-8-hydroxy-1-methoxy-3-methyl-1-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone
A
- 481-74-3
Chrysophanol
B
- 67116-22-7
8-hydroxy-1-methoxy-3-methylanthracene-9,10-dione
| Conditions | Yield |
|---|---|
| 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol; dichloromethane Ambient temperature; | A n/a B 96% |
| sodium acetate In methanol; dichloromethane Ambient temperature; Yield given. Yields of byproduct given; |
- 71013-35-9
1,8-dimethoxy-3-methyl-9,10-anthraquinone
- 481-74-3
Chrysophanol
| Conditions | Yield |
|---|---|
| With hydrogen bromide; acetic acid for 0.5h; Heating; | 94% |
| With hydrogen bromide In acetic acid for 0.5h; Heating; | 94% |
| With nicotinic acid; sulfuric acid; boric acid at 120℃; for 2h; | 45% |
| Conditions | Yield |
|---|---|
| With boron tribromide In dichloromethane at -50℃; for 7h; | 93% |
| With aluminium trichloride In dichloromethane at 20℃; | 91% |
| With hydrogen bromide; acetic acid | |
| With hydrogen bromide for 0.5h; |
- 52431-65-9
3-Bromojuglone
- 99097-63-9
(1E,3Z)-1-Methoxy-3-methyl-1,4-bis-trimethylsilanyloxy-buta-1,3-diene
- 481-74-3
Chrysophanol
| Conditions | Yield |
|---|---|
| Stage #1: 3-Bromojuglone; (1E,3Z)-1-Methoxy-3-methyl-1,4-bis-trimethylsilanyloxy-buta-1,3-diene In benzene for 5h; Heating; Stage #2: With hydrogenchloride In tetrahydrofuran for 2h; Heating; Further stages.; | 79% |
- 76695-94-8
1,4,4a,9a-Tetrahydro-1,8-dihydroxy-3-methyl-9,10-anthrachinon
- 481-74-3
Chrysophanol
| Conditions | Yield |
|---|---|
| With pyridinium chlorochromate In dichloromethane for 4h; | 76% |
| With pyridinium chlorochromate |
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
A
- 481-74-3
Chrysophanol
B
- 1396259-15-6
(R)-3,4-dihydro-3,8,9,10-tetrahydroxy-6-methylanthracen-1(2H)-one
| Conditions | Yield |
|---|---|
| With glucose dehydrogenase; sodium dithionite; β-D-glucose; Talaromyces islandicus anthrol reductase; nicotinamide adenine dinucleotide phosphate In aq. phosphate buffer; dimethyl sulfoxide for 14h; pH=7; Inert atmosphere; Enzymatic reaction; stereoselective reaction; | A 12% B 74% |
| With glucose dehydrogenase; sodium dithionite; D-glucose; anthrol reductase of Talaromyces islandicus WF-38-12; NADP In aq. buffer for 14h; pH=7; Catalytic behavior; Kinetics; pH-value; Enzymatic reaction; stereoselective reaction; | A n/a B 74% |
| Stage #1: 1,6,8-trihydroxy-3-methyl-9,10-anthraquinone With sodium dithionite Stage #2: With N-terminally His-tagged 17β-hydroxysteroid dehydrogenase from the filamentous fungus Curvularia lunata (teleomorph Cochlioboluslunatus) cloned into pET19b; NADPH Enzymatic reaction; | A 8% B 32% |
| With sodium dithionite; D-glucose; his-tagged AflM from Aspergillus parasiticus; C21H27N7O17P3(1-)*Na(1+) In aq. phosphate buffer at 20℃; for 24h; pH=7; Inert atmosphere; Enzymatic reaction; | A 8 %Spectr. B 20% |
- 1396259-15-6
(R)-3,4-dihydro-3,8,9,10-tetrahydroxy-6-methylanthracen-1(2H)-one
A
- 481-74-3
Chrysophanol
B
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
C
- 39546-16-2, 115729-00-5
(−)-flavoskyrin
| Conditions | Yield |
|---|---|
| With oxygen In aq. phosphate buffer; acetonitrile at 10℃; for 10h; pH=6; Solvent; | A 10% B n/a C 72% |
- 1396259-15-6
(R)-3,4-dihydro-3,8,9,10-tetrahydroxy-6-methylanthracen-1(2H)-one
A
- 481-74-3
Chrysophanol
| Conditions | Yield |
|---|---|
| With lead(IV) tetraacetate; acetic acid at 0 - 20℃; for 0.333333h; | A 8% B 68% |
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Chemistry
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IUPAC Name: 1,8-Dihydroxy-3-methylanthracene-9,10-dione
Molecular formula: C15H10O4
Molecular Weight: 254.24
EINECS: 207-572-2
Melting point: 194-198 °C
Boiling Point: 489.5 °C at 760 mmHg
Flash Point: 263.9 °C
Index of Refraction: 1.709
Molar Refractivity: 67.25 cm3
Molar Volume: 172.2 cm3
Surface Tension: 73.1 dyne/cm
Density: 1.476 g/cm3
Enthalpy of Vaporization: 78.46 kJ/mol
Vapour Pressure: 3.31E-10 mmHg at 25 °C
Water Solubility: <0.1 g/100 mL at 18 °C
Stability: Stable. Incompatible with strong oxidizing agents.
Appearance: yellow crystalline solid or brown powder
Classification Code of Chrysophanol (CAS NO.481-74-3): Mutagens; Mutation data; Noxae
Safety Profile
Hazard Codes of Chrysophanol (CAS NO.481-74-3): 
Xi
Risk Statements:
36/37/38: Irritating to eyes, respiratory system and skin
36/38: Irritating to eyes and skin
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: CB6725000
Specification
Chrysophanol (CAS NO.481-74-3), its Synonyms are 1,8-Dihydroxy-3-methyl-9,10-anthracenedione ; 1,8-Dihydroxy-3-methylanthraquinone ; 3-Methylchrysazin ; 4,5-Dihydroxy-2-methylanthraquinone ; Chrysophanic acid ; Turkey rhubarb ; 9,10-Anthracenedione, 1,8-dihydroxy-3-methyl- ; 9,10-Anthracenedione, 1,8-dihydroxy-3-methyl- (9CI) ; Anthraquinone, 1,8-dihydroxy-3-methyl- .