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| CAS No.: | 81-64-1 |
|---|---|
| Name: | 1,4-DIHYDROXYANTHRAQUINONE |
| Molecular Structure: | |
|
|
|
| Formula: | C14H8O4 |
| Molecular Weight: | 240.215 |
| Synonyms: | Anthraquinone,1,4-dihydroxy- (8CI);1,4-Dihydroxy-9,10-anthracenedione;1,4-Dihydroxy-9,10-anthraquinone;1,4-Dihydroxyanthraquinone;C.I. 58050;C.I.Solvent Orange 100;C.I. Solvent Orange 86;Chinizarin;Macrolex OrangeGG;NSC 15367;NSC 229036;NSC 40899;NSC 646569;Quinizarin;Quinizarine;Smoke Orange 18;Smoke Orange R;Solvent Orange 100;Solvent Orange 86; |
| EINECS: | 201-368-7 |
| Density: | 1.54 g/cm3 |
| Melting Point: | 198-199 °C(lit.) |
| Boiling Point: | 465.3 °C at 760 mmHg |
| Flash Point: | 249.3 °C |
| Solubility: | <1 g/L (20 °C) in water |
| Appearance: | orange to red-brown crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38-43 |
| Safety: | 22-24/25-36/37-26 |
| PSA: | 74.60000 |
| LogP: | 1.87320 |
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- 100073-85-6
N-(p-tolyl)-1,4-dihydroxy-9,10-anthraquinone 9-imine
- 81-64-1
1,4-dihydroxy-9,10-anthracenedione
| Conditions | Yield |
|---|---|
| With sulfuric acid at 20℃; for 1h; | 100% |
- 81-64-1
1,4-dihydroxy-9,10-anthracenedione
| Conditions | Yield |
|---|---|
| With pyridine In chloroform for 48h; Ambient temperature; | 100% |
- 17648-03-2
9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione
- 81-64-1
1,4-dihydroxy-9,10-anthracenedione
| Conditions | Yield |
|---|---|
| With nitric acid; bentonite for 0.166667h; Product distribution; Further Variations:; Reagents; reaction times; types of irradiation; Oxidation; Irradiation; | 100% |
| With sodium hydroxide; oxygen |
| Conditions | Yield |
|---|---|
| With boron tribromide In dichloromethane at -78℃; for 0.166667h; | 100% |
- 33266-08-9
1,4-dibenzoyloxy-9,10-anthraquinone
- 81-64-1
1,4-dihydroxy-9,10-anthracenedione
| Conditions | Yield |
|---|---|
| With water; trifluoroacetic acid at 72℃; for 0.0833333h; | 99% |
| Conditions | Yield |
|---|---|
| With water; trifluoroacetic acid at 72℃; for 0.0833333h; | 96% |
| Multi-step reaction with 2 steps 1: 4 percent / alkali-metal alcoholate / 70 °C 2: 91 percent / conc. aq. HCl / ethanol / 1 h / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: sodium isopropoxide / propan-2-ol / 0.5 h / 70 °C 2: 100 percent / conc. H2SO4 / 1 h / 20 °C View Scheme | |
| With lipase supported in poly(methylmethacrylate) beads; water In cyclohexane at 24.84℃; Enzymatic reaction; |
| Conditions | Yield |
|---|---|
| With sulfuric acid; boric acid at 190 - 225℃; for 5h; | 94% |
| With fuming sulphuric acid; boric acid at 25℃; for 11h; Temperature; Solvent; Concentration; Reagent/catalyst; | 90% |
| With sulfuric acid; boric acid at 200℃; for 3.5h; | 85% |
- 98771-41-6
9,10-di(p-tolylamino)-1,4-anthraquinone
- 81-64-1
1,4-dihydroxy-9,10-anthracenedione
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol for 1h; Heating; | 91% |
- 1709-63-3
anthracene-1,4,9,10-tetraone
- 107-15-3
ethylenediamine
A
- 81-64-1
1,4-dihydroxy-9,10-anthracenedione
B
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6-hydroxy-1,2,3,4-tetrahydronaphtho<2,3-f>quinoxaline-7,12-dione
| Conditions | Yield |
|---|---|
| In pyridine Ambient temperature; | A 1.2% B 90.7% |
| In pyridine at 30℃; for 6h; | A 1.2% B 90.7% |
- 1709-63-3
anthracene-1,4,9,10-tetraone
- 24454-89-5
2-acetoxy-1,3-butadiene
A
- 81-64-1
1,4-dihydroxy-9,10-anthracenedione
B
- 63229-39-0
2-acetoxy-1,4,4a,12a-tetrahydronaphthacene-5,6,11,12-tetrone
| Conditions | Yield |
|---|---|
| In benzene at 55℃; for 96h; | A n/a B 83% C n/a |
| In benzene at 55℃; for 96h; Title compound not separated from byproducts; |
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Chemistry
IUPAC Name:1,4-dihydroxyanthracene-9,10-dione
Molecular Formula:C14H8O4
Molecular Weight:240.210920 g/mol
Appearance:red-brown powder
Melting Point:198-199 °C(lit.)
Boiling Point:450 °C
Flash Point:222 °C
vapor density:8.3 (vs air)
vapor pressure:1 mm Hg ( 196.7 °C)
Colour Index:58050
Water Solubility:<1 g/L (20 oC)
Merck:14,8064
BRN:1914036
Synonyms of 1,4-DIHYDROXYANTHRAQUINONE(81-64-1):
1,4-dihydroxy-9,10-anthracenedione;1,4-DIHYDROXYANTHRAQUINONE;1,4 DIHYROXY AQ;DSD ACID;CI NO 58050;CI 58050;LABOTEST-BB LT00052844;PIGMENT VIOLET 12
Categories of 1,4-DIHYDROXYANTHRAQUINONE(81-64-1):
Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones;Anthraquinones;Hydroxyanthraquinones;Solvent Dyestuff
Uses
Toxicity Data With Reference
| 1. | eye-rbt 500 mg/24H MLD | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,102. | ||
| 2. | mmo-sat 100 µg/plate | MUREAV Mutation Research. 40 (1976),203. | ||
| 3. | ipr-rat LD50:2100 mg/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 21 (12)(1977),27. | ||
| 4. | ivn-mus LD50:320 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#03274 . |
Consensus Reports
Safety Profile
Hazard Codes:Xi
Risk Statements:36/37/38-43
36/37/38:Irritating to eyes, respiratory system and skin
43:May cause sensitization by skin contact
Safety Statements:22-24/25-36/37-26
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
36/37:Wear suitable protective clothing and gloves
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany:2
RTECS:CB6600000
Poison by intravenous route. Moderately toxic by intraperitoneal route. Mutation data reported. An eye irritant. A weak allergen. When heated to decomposition it emits acrid smoke and irritating fumes.
Specification
First Aid Measures of 1,4-DIHYDROXYANTHRAQUINONE(81-64-1):
Ingestion:If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Storage of 1,4-DIHYDROXYANTHRAQUINONE(81-64-1):
Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances.