Product Name

  • Name

    1,2-Dihydroxy-9,10-anthracenedione

  • EINECS 200-782-5
  • CAS No. 72-48-0
  • Article Data127
  • CAS DataBase
  • Density 1.54 g/cm3
  • Solubility Soluble in hexane and chloroform. Slightly soluble in water.
  • Melting Point 287 °C
  • Formula C14H8O4
  • Boiling Point 430 °C at 760 mmHg
  • Molecular Weight 240.215
  • Flash Point 228 °C
  • Transport Information
  • Appearance orange-red crystals or powder
  • Safety 26-36-24/25-22
  • Risk Codes 36/38-36/37/38
  • Molecular Structure Molecular Structure of 72-48-0 (1,2-Dihydroxy-9,10-anthracenedione)
  • Hazard Symbols IrritantXi
  • Synonyms Alizarin B(6CI);Anthraquinone, 1,2-dihydroxy- (8CI);1,2-Anthraquinonediol;1,2-Dihydroxy-9,10-anthracenedione;Acid Metachrome Red B;Acid Mordant Red B;Alizarin;Alizarin Red;Alizarina;Alizarine;Alizarine 3B;Alizarine B;Alizarine Indicator;Alizarine L Paste;Alizarine Lake Red 2P;Alizarine LakeRed 3P;Alizarine NAC;Alizarine Paste 20 percentBluish;Alizarine Red B;Alizarine Red B2;Alizarine Red L;C Ext. Red 62;C.I. 58000;C.I. Mordant Red11;D And C Orange Number 15;Mitsui Alizarine B;NSC 7212;Qiansu;Turkey red;
  • PSA 74.60000
  • LogP 1.87320

Synthetic route

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Phthaloyl dichloride
88-95-9

Phthaloyl dichloride

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene at 80℃; for 0.25h;60%
With aluminium trichloride; C6H4NO2 at 165℃; for 4h; Fridel-Crafts acylation;
phthalic anhydride
85-44-9

phthalic anhydride

benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 165℃; for 4h; Fridel-Crafts acylation;55%
Stage #1: phthalic anhydride; benzene-1,2-diol With aluminum (III) chloride; sodium chloride at 110 - 165℃; for 4h; Friedel Crafts Acylation;
Stage #2: With hydrogenchloride In water at 0 - 100℃; for 0.75h; Heating / reflux;
55%
Stage #1: phthalic anhydride; benzene-1,2-diol With aluminum (III) chloride; sodium chloride at 110 - 165℃; for 4h; Friedel-Crafts Acylation;
Stage #2: With hydrogenchloride In water at 20 - 100℃; for 0.75h;
36%
1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

A

1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

B

1,4-dihydroxy-9,10-anthracenedione
81-64-1

1,4-dihydroxy-9,10-anthracenedione

C

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium hydroxide; Cumene hydroperoxide In dimethyl sulfoxide at 15 - 25℃; for 10h;A 55%
B 13%
C 32%
With Cumene hydroperoxide; potassium tert-butylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 15 - 20℃; for 3h;A 45%
B 8%
C 35%
2-aminoanthraquinone
117-79-3

2-aminoanthraquinone

A

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

B

6,15-dihydroanthrazine-5,9,14,18-tetrone
81-77-6

6,15-dihydroanthrazine-5,9,14,18-tetrone

C

16-hydroxy-8,17-dihydrodinaphtho<2,3-a:2',3'-i>phenazine-5,10,15,18-tetrone
16135-99-2

16-hydroxy-8,17-dihydrodinaphtho<2,3-a:2',3'-i>phenazine-5,10,15,18-tetrone

Conditions
ConditionsYield
With potassium hydroxide; potassium chlorate In various solvent(s) at 168 - 172℃; for 2h;A n/a
B 48%
C n/a
With potassium hydroxide; potassium chlorate In 2-ethoxy-ethanol at 168 - 172℃; for 2h; Product distribution; further solvents and oxidants;
tetrachloromethane
56-23-5

tetrachloromethane

2,3-dichloro-anthraquinone
84-45-7

2,3-dichloro-anthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
beim Schmelzen;
phthalic anhydride
85-44-9

phthalic anhydride

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

A

hystazarin
483-35-2

hystazarin

B

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 130 - 140℃;
With aluminium trichloride; sodium chloride at 170 - 180℃;
phthalic anhydride
85-44-9

phthalic anhydride

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 130 - 140℃;
With aluminium trichloride; sodium chloride at 170 - 180℃;
phthalic anhydride
85-44-9

phthalic anhydride

2-monochlorophenol
95-57-8

2-monochlorophenol

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With sulfuric acid; boric acid at 240 - 255℃;
phthalic anhydride
85-44-9

phthalic anhydride

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

hystazarin
483-35-2

hystazarin

B

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With Japanese acid earth
With sulfuric acid at 180 - 200℃;
With aluminium trichloride; sulfuric acid; sodium chloride 1.) reflux, 2 h, 2.) reflux, 3 h; Multistep reaction. Title compound not separated from byproducts;
phthalic anhydride
85-44-9

phthalic anhydride

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

2-(3,4-dimethoxybenzoyl)benzoic acid
51439-85-1

2-(3,4-dimethoxybenzoyl)benzoic acid

A

hystazarin
483-35-2

hystazarin

B

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With sulfuric acid at 100℃; Verseifen den Hystazarindimethylaether mit konz.Schwefelsaeure auf 200-205grad;
3,4-dimethoxyphthalic anhydride
1567-56-2

3,4-dimethoxyphthalic anhydride

benzene
71-43-2

benzene

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With aluminium trichloride Erwaermen des Reaktionsprodukts mit konz.Schwefelsaeure auf 100grad,und nachfolgend verseifen mit Jodwasserstoffsaeure;
ethanol
64-17-5

ethanol

1,2-dihydroxy-3-hydroxyazo-anthraquinone

1,2-dihydroxy-3-hydroxyazo-anthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

2-hydroxy-2,4a-dihydro-anthraquinone

2-hydroxy-2,4a-dihydro-anthraquinone

A

2-hydroxy-9,10-anthraquinone
605-32-3

2-hydroxy-9,10-anthraquinone

B

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
at 215℃; und Leiten von Luft durch die Reaktionsloesung;
2-hydroxy-9,10-anthraquinone
605-32-3

2-hydroxy-9,10-anthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium carbonate durch Schmelzen;
Multi-step reaction with 2 steps
1: aqueous ammonia / 150 °C
2: NaNO2; concentrated sulfuric acid / 190 °C
View Scheme
1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium carbonate durch Schmelzen;
1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium carbonate durch Schmelzen;
9-nitroanthrone
6313-44-6

9-nitroanthrone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With sodium hydroxide; methyllithium; nitric acid; calcium carbonate at 200℃; Reagens 4: Na2SO3;
2-chloro-1-hydroxy-anthraquinone
35582-88-8

2-chloro-1-hydroxy-anthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
bei der Kalischmelze;
2-chloroanthracene-9,10-dione
131-09-9

2-chloroanthracene-9,10-dione

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With sodium chlorate; sodium hydroxide technische Darstellung durch Schmelzen;
2-bromoanthracene-9,10-dione
572-83-8

2-bromoanthracene-9,10-dione

A

2-hydroxy-9,10-anthraquinone
605-32-3

2-hydroxy-9,10-anthraquinone

B

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium hydroxide
2-bromoanthracene-9,10-dione
572-83-8

2-bromoanthracene-9,10-dione

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium hydroxide
With sodium hydroxide
1,3-dichloroanthraquinone
602-73-3

1,3-dichloroanthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium hydroxide bei Schmelzen;
With sodium hydroxide bei Schmelzen;
in der Kalischmelze;
anthragallol
602-64-2

anthragallol

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With sodium amalgam
2-phenylaminoanthraquinone
36339-31-8

2-phenylaminoanthraquinone

A

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

B

1-Hydroxy-2-phenylaminoanthraquinone
68637-85-4

1-Hydroxy-2-phenylaminoanthraquinone

Conditions
ConditionsYield
With potassium hydroxide; potassium acetate; potassium nitrate weiteres Reagens: H2O;
2,3-dichloro-anthraquinone
84-45-7

2,3-dichloro-anthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With sodium hydroxide
durch Kalischmelze;
With potassium hydroxide
2-sulfo-anthraquinone
84-48-0

2-sulfo-anthraquinone

A

2-hydroxy-9,10-anthraquinone
605-32-3

2-hydroxy-9,10-anthraquinone

B

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With potassium hydroxide
2-sulfo-anthraquinone
84-48-0

2-sulfo-anthraquinone

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With alkali anschliessendes Oxydation des gebildeten 2-Oxy-anthrachinons mit Luft;
With potassium chlorate anschliessendes Oxydation des gebildeten 2-Oxy-anthrachinons mit Luft;
Alizarin S
83-61-4

Alizarin S

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

ethyl 6,11-dihydro-6,11-dioxoanthra[1,2-d][1,3]-dioxole-2-acetate
1312024-63-7

ethyl 6,11-dihydro-6,11-dioxoanthra[1,2-d][1,3]-dioxole-2-acetate

Conditions
ConditionsYield
With triphenylphosphine In toluene for 24h; Reflux;97%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

diethyl 2-(cyclohexylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

diethyl 2-(cyclohexylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

Conditions
ConditionsYield
In toluene for 24h; Reflux;97%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1,1,3,3-tetramethylbutane isonitrile
14542-93-9

1,1,3,3-tetramethylbutane isonitrile

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 2-(2,4,4-trimethylpentan-2-ylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

dimethyl 2-(2,4,4-trimethylpentan-2-ylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

Conditions
ConditionsYield
In toluene for 24h; Reflux;96%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

benzoyl chloride
98-88-4

benzoyl chloride

1,2-dibenzoyloxy-9,10-anthraquinone
6375-18-4

1,2-dibenzoyloxy-9,10-anthraquinone

Conditions
ConditionsYield
for 0.5h; Heating;95%
With pyridine
at 190℃;
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

methyl 6,11-dihydro-12-hydroxy-2,6,11-trioxo-2H-naphtho[2,3-g]chromene-4-carboxylate
1312024-60-4

methyl 6,11-dihydro-12-hydroxy-2,6,11-trioxo-2H-naphtho[2,3-g]chromene-4-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In toluene for 24h; Reflux;95%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 2-(cyclohexylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

dimethyl 2-(cyclohexylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

Conditions
ConditionsYield
In toluene for 24h; Reflux;95%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1,1,3,3-tetramethylbutane isonitrile
14542-93-9

1,1,3,3-tetramethylbutane isonitrile

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

diethyl 2-(2,4,4-trimethylpentan-2-ylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

diethyl 2-(2,4,4-trimethylpentan-2-ylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

Conditions
ConditionsYield
In toluene for 24h; Reflux;95%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

ethyl 6,11-dihydro-12-hydroxy-2,6,11-trioxo-2H-naphtho[2,3-g]chromene-4-carboxylate
1312024-61-5

ethyl 6,11-dihydro-12-hydroxy-2,6,11-trioxo-2H-naphtho[2,3-g]chromene-4-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In toluene for 24h; Reflux;94%
potassium tetrachloropalladate(II)
10025-98-6

potassium tetrachloropalladate(II)

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

[C6H4(CO)2C6H2O(OH)]2Pd
757898-87-6, 74091-57-9

[C6H4(CO)2C6H2O(OH)]2Pd

Conditions
ConditionsYield
With potassium hydroxide In water alizarin dissolved in boiling water with equimolar amount of KOH, K2PdCl4 added, pptd., suspn. standed overnight, cooled; ppt. filtered, washed (dilute HCl soln., water, acetone, ether), dried (air) elem. anal.;93%
In N,N-dimethyl-formamide byproducts: KCl; mixed, suspn. stirred at 90°C, cooled, KCl filtered off; solv. removed (vac.), washed (ether), elem. anal., IR;83%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1-Bromooctadecane
112-89-0

1-Bromooctadecane

1,2-bis[octadecyloxy]anthraquinone
912278-50-3

1,2-bis[octadecyloxy]anthraquinone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide; water93%
Stage #1: 1,2-dihydroxy-9,10-anthracenedione With potassium carbonate In ISOPROPYLAMIDE at 80℃; for 1h;
Stage #2: 1-Bromooctadecane In ISOPROPYLAMIDE for 7h;
93%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

ethyl chloromethyl ether
3188-13-4

ethyl chloromethyl ether

2-(ethoxymethoxy)-1-hydroxyanthracene-9,10-dione

2-(ethoxymethoxy)-1-hydroxyanthracene-9,10-dione

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃;93%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide
77377-52-7

N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide

1,2-bis(tert-butyldimethylsiloxy)-9,10-anthracenedione

1,2-bis(tert-butyldimethylsiloxy)-9,10-anthracenedione

Conditions
ConditionsYield
With tert-butyldimethylsilyl chloride In acetonitrile at 70℃; for 0.25h; silylation;92%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

(2,4-dinitro-phenyl)-hydrazine
119-26-6

(2,4-dinitro-phenyl)-hydrazine

10-[(2,4-dinitro-phenyl)-hydrazono]-1,2-dihydroxy-10H-anthracen-9-one

10-[(2,4-dinitro-phenyl)-hydrazono]-1,2-dihydroxy-10H-anthracen-9-one

Conditions
ConditionsYield
With sulfuric acid In methanol for 48h; Heating;92%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

(2,4-dinitro-phenyl)-hydrazine
119-26-6

(2,4-dinitro-phenyl)-hydrazine

10-[(2,4-dinitrophenyl)hydrazono]-1,2-dihydroxy-10H-anthracen-9-one

10-[(2,4-dinitrophenyl)hydrazono]-1,2-dihydroxy-10H-anthracen-9-one

Conditions
ConditionsYield
With sulfuric acid In ethanol at 60℃; for 2h; Product distribution / selectivity;92%
With sulfuric acid In methanol at 50℃; for 48h; Product distribution / selectivity; Heating / reflux;92%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

methyl iodide
74-88-4

methyl iodide

1-hydroxy-2-methoxyanthraquinone
6003-11-8

1-hydroxy-2-methoxyanthraquinone

Conditions
ConditionsYield
With lithium carbonate In N,N-dimethyl-formamide at 60℃; for 24h;90%
With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 24h;28%
With potassium carbonate
With water; barium(II) oxide In N,N-dimethyl-formamide
With sodium hydroxide In N,N-dimethyl-formamide
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

5-methyl-o-tolyl isocyanide
71119-75-0

5-methyl-o-tolyl isocyanide

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

diethyl 2-(2,6-dimethylphenylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

diethyl 2-(2,6-dimethylphenylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

Conditions
ConditionsYield
In toluene for 24h; Reflux;90%
tetrahydrofuran
109-99-9

tetrahydrofuran

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

C36H28O10Si

C36H28O10Si

Conditions
ConditionsYield
With tetrachlorosilane at 75℃; for 20h; Inert atmosphere; Schlenk technique;90%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

5-methyl-o-tolyl isocyanide
71119-75-0

5-methyl-o-tolyl isocyanide

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 2-(2,6-dimethylphenylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

dimethyl 2-(2,6-dimethylphenylamino)-6,11-dihydro-12-hydroxy-6,11-dioxo-4H-naphtho[2,3-g]chromene-3,4-dicarboxylate

Conditions
ConditionsYield
In toluene for 24h; Reflux;88%
dichloro(2-anilinopyridyl-kappa.N,C)gold
198711-19-2

dichloro(2-anilinopyridyl-kappa.N,C)gold

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

[Au(alizarin)(2-anilinopyridyl)]

[Au(alizarin)(2-anilinopyridyl)]

Conditions
ConditionsYield
With trimethylamine In methanol for 0.333333h; Reflux;87%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

[(Bu2Sn)3O(1,2-dihydroxyanthraquinone(-2H))2]

[(Bu2Sn)3O(1,2-dihydroxyanthraquinone(-2H))2]

Conditions
ConditionsYield
In methanol refluxing alizarin and Bu2SnO in MeOH for 3 h; elem. anal.;86%
cisplatin
15663-27-1

cisplatin

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

C14H12N2O4Pt

C14H12N2O4Pt

Conditions
ConditionsYield
Stage #1: cisplatin With silver nitrate In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
Stage #2: 1,2-dihydroxy-9,10-anthracenedione With sodium hydroxide In water; N,N-dimethyl-formamide at 20℃; for 5h; Inert atmosphere;
85%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1-dodecylbromide
143-15-7

1-dodecylbromide

1,2-bis(dodecycloxy)anthracene-9,10-dione

1,2-bis(dodecycloxy)anthracene-9,10-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 12h; Heating;84%
With potassium carbonate In dimethyl sulfoxide; butanone for 15h; Reflux;42%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

[Bu2Sn(1,2-dihydroxyanthraquinone(-2H))(dmso)]2
1202356-51-1

[Bu2Sn(1,2-dihydroxyanthraquinone(-2H))(dmso)]2

Conditions
ConditionsYield
In chloroform; dimethyl sulfoxide refluxing alizarin and Bu2SnO in DMSO/CHCl3 for 6 h; slow evapn. of CHCl3; elem. anal.;83%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

bromoacetic acid
79-08-3

bromoacetic acid

1-hydroxyanthracene-9,10-dione-2-yl 2-bromoacetate
1610041-41-2

1-hydroxyanthracene-9,10-dione-2-yl 2-bromoacetate

Conditions
ConditionsYield
Stage #1: bromoacetic acid With dmap In dimethyl sulfoxide at 20℃; for 0.0833333h;
Stage #2: With dicyclohexyl-carbodiimide In dimethyl sulfoxide for 0.166667h;
Stage #3: 1,2-dihydroxy-9,10-anthracenedione In dimethyl sulfoxide for 4h;
82%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1,2-bis[(trifluoromethylsulfonyl)oxy]anthraquinone
1234556-16-1

1,2-bis[(trifluoromethylsulfonyl)oxy]anthraquinone

Conditions
ConditionsYield
Stage #1: 1,2-dihydroxy-9,10-anthracenedione With pyridine In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at -78 - 20℃; for 14h; Inert atmosphere;
81%
With pyridine In dichloromethane at -78 - 20℃; for 14h; Inert atmosphere;81%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

1-hydroxyanthracene-9,10-dione-2-yl 2-bromopropionate
1610041-42-3

1-hydroxyanthracene-9,10-dione-2-yl 2-bromopropionate

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With dmap In dimethyl sulfoxide at 20℃; for 0.0833333h;
Stage #2: With dicyclohexyl-carbodiimide In dimethyl sulfoxide for 0.166667h;
Stage #3: 1,2-dihydroxy-9,10-anthracenedione In dimethyl sulfoxide for 4h;
80%
dodecacarbonyl-triangulo-triruthenium
15243-33-1

dodecacarbonyl-triangulo-triruthenium

tributylphosphine
998-40-3

tributylphosphine

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1,2-bis-(diphenylphosphino)ethane
1663-45-2

1,2-bis-(diphenylphosphino)ethane

Ru(CO)(dppe)(PBu3)(AL-2H)

Ru(CO)(dppe)(PBu3)(AL-2H)

Conditions
ConditionsYield
In toluene soln. of Ru-complex, dppe, and ligand in toluene was heated at reflux under Ar for 4 h, PBu3 was added, refluxed for 6 h; evapd. to dryness, recrystd. from CH2Cl2/MeOH; elem. anal.;79%
1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

1-bromoacetone
598-31-2

1-bromoacetone

1-hydroxy-2-acetonyloxyanthraquinone
1204905-36-1

1-hydroxy-2-acetonyloxyanthraquinone

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;79%
(CH3CO2CH2CH2)2SnCl2
10175-01-6

(CH3CO2CH2CH2)2SnCl2

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

(CH3OCOCH2CH2)2Sn(C14H6O4)
114048-37-2

(CH3OCOCH2CH2)2Sn(C14H6O4)

Conditions
ConditionsYield
With ammonia In methanol byproducts: NH4Cl; heated on a water bath, ammonia soln. was added; filtered, refluxed for 1 h, recrystd. from chloroform/methanol; elem. anal.;78%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

formaldehyd
50-00-0

formaldehyd

1,2-dihydroxy-9,10-anthracenedione
72-48-0

1,2-dihydroxy-9,10-anthracenedione

C20H20N2O4

C20H20N2O4

Conditions
ConditionsYield
Stage #1: 1-methyl-piperazine; formaldehyd With hydrogenchloride In ethanol at 80℃; for 2h;
Stage #2: 1,2-dihydroxy-9,10-anthracenedione In ethanol at 80℃; for 10.5h; Inert atmosphere;
78%

1,2-Dihydroxy-9,10-anthracenedione Chemical Properties

.

 

Empirical Formula: C14H8O4
Molecular Weight: 240.2109 
EINECS: 200-782-5
Index of Refraction: 1.732
Molar Refractivity: 62.43 cm3
Molar Volume: 155.9 cm3
Surface Tension: 79.2 dyne/cm
Density: 1.54 g/cm3
Flash Point: 228 °C
Enthalpy of Vaporization: 71.19 kJ/mol
Boiling Point: 430 °C at 760 mmHg
Vapour Pressure: 5.34E-08 mmHg at 25 °C
Melting point: 287 °C
Appearance: Orange-red crystals or powder
Structure of 1,2-Dihydroxy-9,10-anthracenedione (CAS NO.72-48-0):
                       
IUPAC Name: 1,2-Dihydroxyanthracene-9,10-dione
Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)O)O
InChI: InChI=1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H
InChIKey: RGCKGOZRHPZPFP-UHFFFAOYSA-N
Product Category of 1,2-Dihydroxy-9,10-anthracenedione (CAS NO.72-48-0): Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones;Hydroxyanthraquinones

1,2-Dihydroxy-9,10-anthracenedione Uses

 1,2-Dihydroxy-9,10-anthracenedione (CAS NO.72-48-0) can be used as dye intermediates and  acid-base indicator.

1,2-Dihydroxy-9,10-anthracenedione 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.: 1972,101.
2.    

mmo-sat 100 µg/plate

    MUREAV    Mutation Research. 40 (1976),203.
3.    

mma-sat 100 µg/plate

    MUREAV    Mutation Research. 40 (1976),203.
4.    

dnr-bcs 2 mg/disc

    TRENAF    Kenkyu Nenpo-Tokyo-toritsu Eisei Kenkyusho. Annual Report of Tokyo Metropolitan Research Laboratory of Public Health. 27 (1976),153.
5.    

orl-bwd LD50:316 mg/kg

    AECTCV    Archives of Environmental Contamination and Toxicology. 12 (1983),355.

1,2-Dihydroxy-9,10-anthracenedione Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

1,2-Dihydroxy-9,10-anthracenedione Safety Profile

Poison by ingestion. Mutation data reported. An eye irritant. Flammable when exposed to oxidizers and heat. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard symbols: Xi.
Risk statements: 36/38-36/37/38.
36/38:  Irritating to eyes and skin.
36/37/38:  Irritating to eyes, respiratory system and skin.    
Safety statements: 26-36-24/25-22.
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
36:  Wear suitable protective clothing.
22:  Do not breathe dust.      
24/25:  Avoid contact with skin and eyes.

1,2-Dihydroxy-9,10-anthracenedione Specification

 1,2-Dihydroxy-9,10-anthracenedione , its cas register number is 72-48-0. It also can be called C.I. 58000 ; Mordant Red 11 ; 1,2-Dihydroxyanthraquinone ; Alizarin Red ; Dihydroxy-9,10-anthracenedione ; and 1,2-Dihydroxy anthraquinone . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, 1,2-Dihydroxy-9,10-anthracenedione (CAS NO.72-48-0) could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Carbon monoxide, carbon dioxide.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View