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Product Name: 1,8-Dihydroxyanthraquinone Synonyms: Danthron (1,8-Dihydroxyanthraquinone);1,8-Dihydroxyanthraquinone 98+%;1,8-dihydroxy-10-anthracenedione;1,8-Dihydroxy-9,10-anthracenedione;1,8-Dihydroxy-9,10-anthraquinone;1,8-Dihydroxyanthra-9,10-
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inquiryAppearance:orange-brown or brown powder Storage:Room temperature Package:25kg/drum Application:Intermediates for dyes Transportation:Express/Sea/Air Port:Any port in china
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inquiryHot sale 117-10-2 exporter 1,8-Dihydroxyanthraquinone manufacturer Molecular Formula C14H8O4 Molar Mass 240.21 Density 1.3032 (rough estimate) Melting Point 191-193 °C (lit.) Boling Point
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Min.Order:1 Gram
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Cas:117-10-2
Min.Order:1 Gram
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Type:Lab/Research institutions
inquiryConditions | Yield |
---|---|
With water; trifluoroacetic acid at 65℃; for 1h; | 100% |
1,4-dioxo-1,2,3,4-tetrahydro-5,9,10-trihydroxyanthracene(leuco 1,4,5-trihydroxy-9,10-anthraquinone)
A
1,5-dihydroxyanthraquinone
B
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With pyrrolidine In toluene for 1.5h; Heating; | A 93% B n/a |
1,8-bis(2-phenylselenoethoxy)anthracene-9,10-dione
A
1,8-dihydroxy-9,10-anthracenedione
B
1-hydroxy-8-(2-phenylselenoethoxy)anthracene-9,10-dione
Conditions | Yield |
---|---|
With iron (III) perchlorate monohydrate In dichloromethane for 2h; | A n/a B 90% |
With copper(II) perchlorate hexahydrate In dichloromethane for 2h; | A n/a B 70% |
4-hydroxy-10-imino-5-methoxymethoxy-10H-anthracen-9-one
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sulfuric acid In 1,4-dioxane; methanol at 20℃; for 96h; | 86% |
1,8-bis(prop-2-ynyloxy)anthracene-9,10-dione
A
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With iron at 160℃; for 0.0666667h; Claisen Rearrangement; Ionic liquid; | A 16% B 73% |
1-hydroxy-8-(prop-2'-ynyloxy)anthraquinone
A
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With iron at 160℃; for 0.2h; Claisen Rearrangement; Ionic liquid; | A 15% B 73% |
8-Hydroxy-1,1,4-trimethoxy-1,4,4a,9a-tetrahydro-anthraquinone
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sulfuric acid | 67% |
1,1-ethylenedioxy-6-hydroxy-1,4,4α,9aα-tetrahydro-9,10-anthraquinone
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With acetic acid at 100℃; for 0.333333h; | 40% |
3-Hydroxy-2-(2-hydroxybenzoyl)-benzoesaeure
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sulfuric acid; sulfur trioxide; boric acid at 120℃; for 0.5h; | 38.4% |
With boron trioxide; sulfuric acid at 100℃; |
A
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sodium acetate; pyridinium chlorochromate In dichloromethane at 20℃; for 26h; Inert atmosphere; | A n/a B 34% |
A
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid In water at 20℃; for 1.5h; | A n/a B 23% |
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid |
1,2-diamino-9,10-anthraquinone
A
1,5-dihydroxyanthraquinone
B
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sulfuric acid; sodium nitrite at 90 - 120℃; |
Conditions | Yield |
---|---|
With potassium carbonate | |
With quicklime; water at 180 - 200℃; | |
With calcium hydroxide; calcium chloride at 195 - 200℃; Darstellung; im Autoklaven; |
Conditions | Yield |
---|---|
With potassium acetate; acetic acid at 170℃; | |
Multi-step reaction with 2 steps 1: water; alkali sulfite 2: quicklime; water / 180 - 200 °C View Scheme | |
With pyridine | |
With quicklime; water at 190 - 200℃; |
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With mixture of gaseous nitrogen oxides; sulfuric acid Erwaermen das Diazoniumsulfat mit Alkohol auf 60grad; |
3-Bromojuglone
1-<(trimethylsilyl)oxy>-1-methoxy-1,3-butadiene
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With hydrogenchloride 1) THF, -78 deg C, 6 h, 2) -78 deg C to r.t., 2 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With oxygen In methanol for 1.5h; Rate constant; Mechanism; different pH; half lives of decomposition; | |
With oxygen In ethanol at 25℃; for 240h; Mechanism; other solvent; determinations of half-lives; | |
With pyridinum sulfonate fluorochromate for 0.0222222h; Neat (no solvent); Microwave irradiation; |
1,8-dihydroxy-9(10H)-anthracenone
A
1,8-dihydroxy-9,10-anthracenedione
B
1,8,1',8'-tetrahydroxy-10,10'-bianthrone
Conditions | Yield |
---|---|
With tetraphenylporphyrine; oxygen In methanol at -10℃; for 4h; Product distribution; Irradiation; other reagents, other solvents, other temp., no irradiation; inhibition by β-carotene; | A 67 % Chromat. B 19 % Chromat. |
With 4-hydroxy-TEMPO benzoate; oxygen In dimethyl sulfoxide at 20℃; Kinetics; Further Variations:; Reagents; |
1,8-dihydroxy-9(10H)-anthracenone
A
1,8-dihydroxy-9,10-anthracenedione
B
1,8,1',8'-tetrahydroxy-10,10'-bianthrone
C
1,8,10-Trihydroxy-9-anthron
Conditions | Yield |
---|---|
With salcomine; oxygen In dichloromethane for 1h; Product distribution; Mechanism; in the dark; further complexes of transition metals, other solvents; |
1,8,9,10-anthracenetetrol
1,8-dihydroxy-9,10-anthraquinone semiquinone
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
In isopropyl alcohol Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
With rac-cysteine |
1,8-dihydroxy-10-(1'-oxobutyl)-9(10H)-anthracenone
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With oxygen In methanol for 1.5h; Rate constant; Mechanism; different pH; half lives of decomposition; |
(4α,4aβ,9aβ)-8-hydroxy-1,1,4-trimethoxy-1,4,4a,9a-tetrahydroanthraquinone
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sulfuric acid In tetrahydrofuran Ambient temperature; | 1.4 mg |
1-Amino-4,5-dihydroxy-9,10-anthracenedione
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sodium hydroxide; hypophosphorous acid; sodium nitrite 1.) water, dioxan, 2.) 0 deg C, 20 min; 70 deg C, 2 h; room temperature, 10 h; Multistep reaction; |
Conditions | Yield |
---|---|
With oxygen In ethanol at 25℃; for 240h; Mechanism; other solvent; determinations of half-lives; |
1,8-dihydroxy-10-(1-oxo-2-phenylethy)-9(10H)-anthracenone
A
phenylacetic acid
B
1,8-dihydroxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With oxygen In ethanol at 25℃; for 240h; Mechanism; other solvent; determinations of half-lives; |
1,8-Dihydroxy-10-(1-oxo-3-phenylpropyl)-9(10H)-anthracenone
A
1,8-dihydroxy-9,10-anthracenedione
B
3-Phenylpropionic acid
Conditions | Yield |
---|---|
With oxygen In ethanol at 25℃; for 240h; Mechanism; other solvent; determinations of half-lives; |
Conditions | Yield |
---|---|
In pyridine for 3h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
In pyridine for 3h; Ambient temperature; | 100% |
1,8-dihydroxy-9,10-anthracenedione
chloromethyl methyl ether
1,8-bis(methoxymethoxy)-9,10-anthraquinone
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In chloroform for 16h; Heating; | 100% |
With N-ethyl-N,N-diisopropylamine In chloroform; acetic acid methyl ester for 40h; Reflux; | 99% |
1,8-dihydroxy-9,10-anthracenedione
acetyl chloride
1,8-diacetoxy-9,10-anthraquinone
Conditions | Yield |
---|---|
In pyridine for 3h; Ambient temperature; | 100% |
With pyridine | 87% |
Conditions | Yield |
---|---|
In pyridine for 3h; Ambient temperature; | 100% |
1,8-dihydroxy-9,10-anthracenedione
acetic anhydride
1,8-diacetoxy-9,10-anthraquinone
Conditions | Yield |
---|---|
With sodium acetate Reflux; | 98% |
at 170℃; | |
With sodium acetate |
1,8-dihydroxy-9,10-anthracenedione
copper(II) acetate monohydrate
bis(1,8-dihydroanthraquinonato)dicopper(II)
Conditions | Yield |
---|---|
In ethanol mixture was boiled for 10 min, left stirring for 1 h at room temp.; ppt. was filtered, washed several times with ethanol, acetone, finally diethyl ether, dried in vac. over P2O5; elem. anal.; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide at 70℃; for 2h; pH=9; Reagent/catalyst; Temperature; | 97.8% |
diethyl sulfate
1,8-dihydroxy-9,10-anthracenedione
1,8-diethoxyanthracene-9,10-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h; | 97% |
With potassium carbonate; acetone |
1,8-dihydroxy-9,10-anthracenedione
propan-1-ol-3-amine
11-hydroxy-2-(2-hydroxyethyl)anthra[9,1-de][1,3]oxazin-7(2H)-one
Conditions | Yield |
---|---|
With pyridine; copper(I) bromide at 20 - 80℃; | 97% |
1,8-dihydroxy-9,10-anthracenedione
methyl p-toluene sulfonate
1,8-dimethoxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With sodium carbonate at 320℃; for 0.0833333h; | 95% |
With sodium carbonate In 1,2-dichloro-benzene Heating; | 87% |
With sodium carbonate In various solvent(s) Yield given; |
1,8-dihydroxy-9,10-anthracenedione
benzyl bromide
1-(benzyloxy)-8-hydroxyanthracene-9,10-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; butanone for 15h; Reflux; | 94.8% |
With potassium carbonate In N,N-dimethyl-formamide; butanone for 20h; Inert atmosphere; Reflux; |
1,8-dihydroxy-9,10-anthracenedione
acetic anhydride
8-hydroxy-9,10-dioxo-9,10-dihydroanthracen-1-yl acetate
Conditions | Yield |
---|---|
With boric acid at 90℃; for 21h; | 94% |
With boric acid at 95℃; for 5h; | 94% |
With boric acid at 90℃; | |
With water; boric acid 1) 90 deg C, 10 h 2) room temp., 1 h; Yield given. Multistep reaction; | |
With boron trioxide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; sulfuric acid 1) 3 h, 110 deg C; 2) 3 h; Yield given. Multistep reaction; |
1,8-dihydroxy-9,10-anthracenedione
tert-butyldimethylsilyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 45h; Reflux; Inert atmosphere; | 94% |
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 1.25h; silylation; | 73% |
Conditions | Yield |
---|---|
93.7% | |
With hydrogenchloride; acetic acid; tin(ll) chloride In water at 60 - 65℃; for 3h; | 92% |
With hydrogenchloride; tin(ll) chloride In acetic acid Heating; | 90% |
1,8-dihydroxy-9,10-anthracenedione
N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide
Conditions | Yield |
---|---|
With tert-butyldimethylsilyl chloride In acetonitrile at 80℃; for 0.333333h; silylation; | 93% |
1,8-dihydroxy-9,10-anthracenedione
methyl p-toluene sulfonate
1-hydroxy-8-methoxyanthraquinone
Conditions | Yield |
---|---|
With sodium carbonate In various solvent(s) for 2h; Heating; | 93% |
With sodium carbonate In various solvent(s) at 120℃; for 2h; | 81% |
With sodium carbonate | 75% |
1,8-dihydroxy-9,10-anthracenedione
dimethyl sulfate
1,8-dimethoxy-9,10-anthracenedione
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 12h; Heating; | 92% |
With potassium carbonate In acetone for 24.5h; Reflux; Inert atmosphere; | 90% |
Stage #1: 1,8-dihydroxy-9,10-anthracenedione With potassium carbonate In acetone Reflux; Stage #2: dimethyl sulfate In acetone for 54h; Reflux; | 85% |
1,8-dihydroxy-9,10-anthracenedione
acetylenedicarboxylic acid diethyl ester
diethyl 2-(9,10-dihydro-1,8-dihydroxy-9,10-dioxo-anthracen-2-yl)fumarate
Conditions | Yield |
---|---|
With triphenylphosphine In toluene for 24h; Heating; | 92% |
Conditions | Yield |
---|---|
Stage #1: copper(II) choride dihydrate; 1,8-dihydroxy-9,10-anthracenedione In methanol at 60℃; for 1h; Stage #2: With potassium hydroxide In methanol for 4h; Reflux; | 91.7% |
Di-tert-butyl acetylenedicarboxylate
1,8-dihydroxy-9,10-anthracenedione
di-tert-butyl 2-(9,10-dihydro-1,8-dihydroxy-9,10-dioxo-anthracen-2-yl)fumarate
Conditions | Yield |
---|---|
With triphenylphosphine In toluene for 24h; Heating; | 91% |
1,8-dihydroxy-9,10-anthracenedione
propargyl bromide
1,8-bis(prop-2-ynyloxy)anthracene-9,10-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; | 91% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; | 89% |
With sodium carbonate In N,N-dimethyl-formamide at 20℃; | 88% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide; acetone for 120h; Inert atmosphere; Reflux; | 91% |
Conditions | Yield |
---|---|
With indium; water In tetrahydrofuran; methanol at 30 - 32℃; Barbier allylation; | A 90% B 4% |
Conditions | Yield |
---|---|
With indium In tetrahydrofuran; methanol; water at 29.85 - 31.85℃; | 90% |
1,8-dihydroxy-9,10-anthracenedione
(2,4-dinitro-phenyl)-hydrazine
10-[(2,4-dinitrophenyl)hydrazono]-1,8-dihydroxy-10H-anthracen-9-one
Conditions | Yield |
---|---|
With sulfuric acid In methanol at 50℃; for 0.5h; | 90% |
1,8-dihydroxy-9,10-anthracenedione
copper(II) acetate monohydrate
bis(1,8-dihydroanthraquinonato)copper(II)
Conditions | Yield |
---|---|
In ethanol 1,8-DHAQ was dissolved in abs. ethanol, warmed to boiling, filtered, slow addn. of ethanolic soln. of Cu(CH3COO)2*H2O, mixture was stirred at room temp. for 1 h, kept in refrigerator overnight; ppt. was washed with ethanol, acetone, finally diethyl ether, dried in vac. over P2O5; elem. anal.; | 90% |
1,8-dihydroxy-9,10-anthracenedione
1,8-dihydroxy-9,10-dihydroanthracene
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 4.25h; Reflux; | 90% |
With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran Cooling with ice; Reflux; | 80% |
With water; sodium hydroxide; zinc | |
With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran Reflux; | |
Multi-step reaction with 2 steps 1.1: acetic acid; potassium iodide; iodine / 2 h / 80 °C / Large scale 1.2: 8.5 h / 85 - 115 °C / Large scale 2.1: sodium tetrahydroborate; trifluoroacetic acid / tert-butyl methyl ether / -15 °C / Reflux View Scheme |
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