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| CAS No.: | 478-43-3 |
|---|---|
| Name: | Rhein |
| Molecular Structure: | |
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| Formula: | C15H8O6 |
| Molecular Weight: | 284.225 |
| Synonyms: | Monorhein;4,5-DiOH-anthraquinone-2-COOH;Chrysazin-3-carboxylic acid;Rhein (1,8-dihydroxy-3-carboxyl anthraquinone);4, 5-Dihydroxyanthraquinone-2-carboxylic acid;Rheic acid;9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthracene carboxylic acid;Rhubarb Yellow;1.8-Dihydroxy-3-Carboxy anthraquinone;4-10-00-04088 (Beilstein Handbook Reference);2-Anthroic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo- (8CI);4,5-dihydroxy-9,10-dioxo-anthracene-2-carboxylate;Cassic acid;2-Anthroic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-;2-Anthracenecarboxylic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-;1,8-Dihydroxyanthraquinone-3-carboxylic acid;9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthracenecarboxylic acid;4,5-Dihydroxy-2-anthraquinonecarboxylic acid; |
| EINECS: | 207-521-4 |
| Density: | 1.687 g/cm3 |
| Melting Point: | ≥300 °C(lit.) |
| Boiling Point: | 597.8 °C at 760 mmHg |
| Flash Point: | 329.4 °C |
| Solubility: | <0.1 g/100 mL at 17 °C in water |
| Appearance: | Yellowish brown solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 111.90000 |
| LogP: | 1.57140 |
diacetylrhein
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| With sodium carbonate In water | 100% |
| Stage #1: diacetylrhein With water; sodium carbonate Stage #2: With hydrogenchloride In water pH=2; | 100% |
| With sodium hydroxide In water for 0.5h; | 60% |
| Conditions | Yield |
|---|---|
| Stage #1: Chrysophanol With chromium(VI) oxide In acetic anhydride; acetic acid at 65℃; for 8h; Stage #2: With sodium carbonate In water | 98% |
| Stage #1: Chrysophanol With pyridine at 20℃; Stage #2: With chromium(VI) oxide; acetic anhydride; acetic acid In water at 45 - 65℃; for 8h; | 98% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran for 0.5h; | 96% |
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| With oxygen at 120℃; for 14h; Green chemistry; | 93% |
| With sulfuric acid; sodium nitrite at 120℃; for 3h; | 85% |
| With water; pyridinium chlorochromate In N,N-dimethyl-formamide at 20℃; for 24h; | 62% |
4-(2-methoxybenzoyl)-5-methoxybenzene-1,3-dicarboxylic acid
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| at 155 - 160℃; for 14h; Inert atmosphere; | 92% |
rhein potassium
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| With sulfuric acid In water pH=4.5 - 5; | 87% |
Ethyl 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-2-anthracenecarboxylate
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 24h; Ambient temperature; | 85% |
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| With hydrogenchloride at 120℃; for 120h; | 74% |
3-carboxy-1,8-dimethoxyanthracene-9,10-dione
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| With hydrogen bromide In toluene for 10h; Reflux; | 56% |
5-hydroxy-4-(2-hydroxybenzoyl)isophthalic acid
1,8-dihydroxy-3-carboxy-anthraquinone
| Conditions | Yield |
|---|---|
| With aluminium trichloride; sodium chloride at 150℃; for 2h; | 50% |
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IUPAC Name:4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid
Molecular Formula:C15H8O6
Molecular Weight:284.220420 g/mol
Melting Point:≥300 °C(lit.)
storage temp.:2-8°C
Water Solubility:<0.1 g/100 mL at 17°C
Merck:13,8260
CAS DataBase Reference:478-43-3(CAS DataBase Reference)
EPA Substance Registry System:478-43-3(EPA Substance)
Synonyms of RHUBARB YELLOW(478-43-3):
9,10-dihydro-4,5-dihydroxy-9,10-dioxo-2-anthracenecarboxylicaci;9,10-dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroicaci;chrysazin-3-carboxylicacid;monorhein;rheicacid;RHUBARBEXTRACT;RHUBARB YELLOW;RHEIN
Categories of RHUBARB YELLOW(478-43-3):
Anthraquinones, Hydroquinones and Quinones;Aromatics Compounds;Improve Organism Immunity;The group of Polydatin;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Isotope Labeled Compounds
| 1. | orl-mus LD50:>5 g/kg | PHTOEH Pharmacology and Toxicology (Copenhagen). 61 (1987),153. | ||
| 2. | ivn-mus LD50:>25 mg/kg | PHTOEH Pharmacology and Toxicology (Copenhagen). 61 (1987),153. |
