Conditions | Yield |
---|---|
With water; trifluoroacetic acid at 65℃; for 1h; | 100% |
4,8-diamino-1,5-dihydroxyanthraquinone
A
1,4,5,8-tetrahydroxy-anthraquinone
B
1-amino-4,5,8-trihydroxyanthraquinone
C
leuco-1,4,5,8-tetrahydroxyanthraquinone
Conditions | Yield |
---|---|
With sodium dithionite In water at 100℃; for 0.666667h; | A 2.5% B 1.3% C 92% D 6.4% |
leuco-1,4,5,8-tetrahydroxyanthraquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With nitrobenzene for 0.25h; Heating; | 92% |
A
1,4,5,8-tetrahydroxy-anthraquinone
B
1-amino-4,5,8-trihydroxyanthraquinone
C
leuco-1,4,5,8-tetrahydroxyanthraquinone
Conditions | Yield |
---|---|
With sodium dithionite In water at 100℃; for 0.666667h; | A 3.7% B 1.4% C 90% D 7.1% |
With hydrogenchloride at 85 - 90℃; for 2h; Product distribution; | A 6.8% B 22.2% C 46% D 16.5% |
1-amino-4,5,8-trihydroxyanthraquinone
A
1,4,5,8-tetrahydroxy-anthraquinone
B
leuco-1,4,5,8-tetrahydroxyanthraquinone
Conditions | Yield |
---|---|
With sodium dithionite In water at 100℃; for 0.666667h; | A 2.1% B 88% C 4.44% |
A
1,4,5,8-tetrahydroxy-anthraquinone
B
1-amino-4,5,8-trihydroxyanthraquinone
C
leuco-1,4,5,8-tetrahydroxyanthraquinone
Conditions | Yield |
---|---|
With sodium dithionite In water at 100℃; for 0.666667h; | A 2.7% B 0.2% C 87% D 5.1% |
With sodium hydroxide at 90 - 100℃; for 0.666667h; Product distribution; NaOH conc.; | A 17.4% B 12.7% C 8.47% D 24.9% |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium dithionite at 100℃; for 1h; | 80% |
With hydrogenchloride at 180℃; | |
With sodium dithionite; nitrobenzene 1.) 100 deg C; Multistep reaction; |
1,4-diamino-5,8-dihydroxy-9,10-anthracenedione
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With sodium hydroxide In water for 3h; Reflux; | 75% |
Conditions | Yield |
---|---|
Stage #1: 1,5-diaminoanthraquinone With sodium hydroxide; water for 3h; Heating / reflux; Stage #2: With sodium hydrogensulfite In water for 3h; Heating / reflux; Stage #3: With hydrogenchloride In water pH=3; | 73% |
3,6-dimethoxyphthalic anhydride
hydroquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With aluminium trichloride; sodium chloride |
Conditions | Yield |
---|---|
With hydrogenchloride at 180℃; | |
With sodium hydroxide; sodium disulfite 1.) n-BuOH, 15 min, 2.) n-BuOH, 60 deg C, 30 min; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With manganese(IV) oxide; sulfuric acid |
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With nitrobenzene |
Conditions | Yield |
---|---|
With cis-nitrous acid |
leuco-1,4,5,8-tetrahydroxyanthraquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
In nitrobenzene Heating; |
Conditions | Yield |
---|---|
With sodium hydroxide at 85 - 90℃; for 2h; Product distribution; |
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With sulfuric acid; boric acid |
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With calcium hydroxide; water; copper at 250℃; |
1,4,5,8-tetrahydroxy-anthraquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With water; nitric acid |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 76 percent / boric acid, nitric acid, oleum / 25 °C 2: 100 percent / sulfuric acid, iron / 0.5 h / 90 °C 3: 1.) 10percent aq. NaOH, 2.) sodium hydrosulfite / 1.) n-BuOH, 15 min, 2.) n-BuOH, 60 deg C, 30 min View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / sulfuric acid, iron / 0.5 h / 90 °C 2: 1.) 10percent aq. NaOH, 2.) sodium hydrosulfite / 1.) n-BuOH, 15 min, 2.) n-BuOH, 60 deg C, 30 min View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 88 percent / sodium dithionite / H2O / 0.67 h / 100 °C 2: nitrobenzene / Heating View Scheme |
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 12.7 percent / NaOH, NaS2O8 / 0.67 h / 90 - 100 °C / NaOH conc. 2: 2.1 percent / sodium dithionite / H2O / 0.67 h / 100 °C View Scheme | |
Multi-step reaction with 3 steps 1: 12.7 percent / NaOH, NaS2O8 / 0.67 h / 90 - 100 °C / NaOH conc. 2: 88 percent / sodium dithionite / H2O / 0.67 h / 100 °C 3: nitrobenzene / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 8.47 percent / NaOH, NaS2O8 / 0.67 h / 90 - 100 °C / NaOH conc. 2: nitrobenzene / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 87 percent / sodium dithionite, sodium hydroxyde / H2O / 0.67 h / 90 °C 2: nitrobenzene / Heating View Scheme |
1,5-diamino-4,8-dinitro-anthraquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium sulfide 2: nitrous acid View Scheme |
1,8-diamino-4,5-dinitro-anthraquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: zinc dust; diluted sulfuric acid 2: nitrous acid View Scheme |
1,8-diazido-anthraquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid / 50 °C 2: hydrochloric acid / 180 °C View Scheme |
1,5-diazido-anthraquinone
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid 2: hydrochloric acid / 180 °C View Scheme |
1,4,5,8-tetrahydroxy-anthraquinone
aniline
1,4,5,8-tetraphenylaminoanthraquinone
Conditions | Yield |
---|---|
With C24H24Br2ClN3Rh; 1,8-diazabicyclo[5.4.0]undec-7-ene at 120℃; for 10h; | 93% |
1,4,5,8-tetrahydroxy-anthraquinone
1-amino-2-propene
1,4-bis(2,3-propyleneamino)-5,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
In ethanol 1.) 60 deg C, 4 h, 2.) 25 deg C, 15 h; | 90% |
1,4,5,8-tetrahydroxy-anthraquinone
(NH2)2(CS)2(C6H2)2(CO)2(OH)3ONiCl(H2O)
Conditions | Yield |
---|---|
In ethanol byproducts: HCl, (H2NCS)2; refluxed 3-5 h; concd., filtered, washed (ethanol), dried in vac. over P2O5; elem. anal.; | 83% |
1,4,5,8-tetrahydroxy-anthraquinone
1-dodecylbromide
1,4,5,8-tetrakis(dodecyloxy)anthraquinone
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 15h; | 81% |
1,4,5,8-tetrahydroxy-anthraquinone
dimethyl sulfate
1,4,5,8-Tetramethoxy-9,10-anthrachinon
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 408h; Ambient temperature; | 76% |
With potassium carbonate In acetone |
1,4,5,8-tetrahydroxy-anthraquinone
(NH2)2(CS)2(C6H2)2(CO)2(OH)3OCoCl(H2O)
Conditions | Yield |
---|---|
In ethanol byproducts: HCl, (NH2CS)2; refluxed 3-5 h; concd., filtered, washed (ethanol), dried in vac. over P2O5; elem. anal.; | 76% |
((NH2)2(CS)2)2CdCl2
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
In ethanol byproducts: HCl; refluxed 3-5 h; concd., filtered, washed (ethanol), dried in vac. over P2O5; elem. anal.; | 73% |
1,4,5,8-tetrahydroxy-anthraquinone
(NH2)2(CS)2(C6H2)2(CO)2(OH)3OCuCl(H2O)
Conditions | Yield |
---|---|
In ethanol byproducts: HCl; refluxed 3-5 h, concd.; filtered, washed (ethanol), dried in vac. over P2O5; elem. anal.; | 73% |
1,4,5,8-tetrahydroxy-anthraquinone
N,N-dimethylethylenediamine
1,4-bis{[2-(dimethylamino)ethyl]amino}-5,8-dihydroxyanthracene-9,10-dione
Conditions | Yield |
---|---|
In ethanol; water for 25h; Reflux; Inert atmosphere; | 40% |
[1-(2-aminoethyl)-3-piperidin-2-yl]methanol
1,4,5,8-tetrahydroxy-anthraquinone
1,4-bis-{[2-(3-hydroxymethylpiperidine-1-yl)ethyl]amino}-5,8-dihydroxyanthracene-9,10-dione
Conditions | Yield |
---|---|
In ethanol at 20℃; for 23h; Heating / reflux; | 21% |
1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With palladium on activated charcoal; acetic acid Hydrogenation; |
1,4,5,8-tetrahydroxy-anthraquinone
2-butyl-1,4,5,8-tetrahydroxy-anthraquinone
Conditions | Yield |
---|---|
With morpholine; sodium dithionite anschliessend mit Butyraldehyd und Oxidation mit Luft; |
1,4,5,8-tetrahydroxy-anthraquinone
leuco-1,4,5,8-tetrahydroxyanthraquinone
Conditions | Yield |
---|---|
With sodium dithionite |
Chemical Name: 1,4,5,8-Tetrahydroxyanthraquinone
IUPAC NAME: 1,4,5,8-Tetrahydroxyanthracene-9,10-dione
CAS No.: 81-60-7
EINECS: 201-365-0
Molecular Formula: C14H8O6
Molecular Weight: 272.21 g/mol
Density: 1.781 g/cm3
Flash Point: 303.4 °C
Boiling Point: 554.8 °C at 760 mmHg
Following is the structure of 1,4,5,8-Tetrahydroxyanthraquinone (CAS No.81-60-7):
Product Categories about 1,4,5,8-Tetrahydroxyanthraquinone (CAS No.81-60-7) are Intermediates of Dyes and Pigments
The chemical synonymous of 1,4,5,8-Tetrahydroxyanthraquinone (CAS No.81-60-7) are 1,4,5,8-Tetrahydroxyanthracene-9,10-Dione ; 1,4,5,8-Tetrahydroxyanthraquinone ; Rarechem Aq Bd An29 ; 1,4,5,8-Leucotetraoxyanthraquinone ; 1,4,5,8-Ltoa ; 1,4,5,8-Tetrahydroxy-10-Anthracenedione ; 1,4,5,8-Tetrahydroxy-9,10-Anthacendione ; 1,4,5,8-Tetrahydroxyanthrachinon
1. | skn-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.: 1972,104. | ||
2. | 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.: 1972,104. | ||
3. | ipr-rat LD50:2200 mg/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 21 (12)(1977),27. |
Moderately toxic by intraperitoneal route. A skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
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