Product Name

  • Name

    1,4-Diamino anthraquinone

  • EINECS 204-922-6
  • CAS No. 128-95-0
  • Article Data46
  • CAS DataBase
  • Density 1.456 g/cm3
  • Solubility 0.33 mg/L at 25 ℃
  • Melting Point 265-269 °C
  • Formula C14H10N2O2
  • Boiling Point 544.2 °C at 760 mmHg
  • Molecular Weight 238.246
  • Flash Point 282.9 °C
  • Transport Information
  • Appearance violet powder
  • Safety 22-36/37
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 128-95-0 (1,4-Diamino anthraquinone)
  • Hazard Symbols R22:;
  • Synonyms Anthraquinone,1,4-diamino- (8CI);1,4-Diaminoanthraquinone;Acetylon Fast Red Violet R;Artisil Direct Violet 2RP;Artisil Violet 2RP;C.I. Disperse Violet 1;C.I. Solvent Violet 11;Celliton Red Violet RN;Cibacet Violet 2RI;Fenacet FastViolet 5R;Grasol Violet R;Microsetile Violet 3R;Miketon Fast Red Violet R;NacelanViolet 4R;Oil Violet R;PerlitonViolet 3R;Serilene Brilliant Violet 2R;Setacyl Violet P-R;Solvent Violet 11;
  • PSA 86.18000
  • LogP 2.78880

Synthetic route

acid blue 25
6408-78-2

acid blue 25

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; tin(ll) chloride for 3h; Heating;89%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

N-butylamine
109-73-9

N-butylamine

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-butylaminoanthraquinone
62956-46-1

1-amino-4-butylaminoanthraquinone

Conditions
ConditionsYield
With CoCl2 In pyridine at 30℃; for 8h;A n/a
B 79%
With CoCl2 In butan-1-ol at 80 - 82℃; for 24h; Product distribution; Mechanism; var. metals chlorides; var. cobalt salts; var. time; var. ammount of CoCl2; other 1-alkylaminoantraquinones, antraquinone, 2-aminoantraquinone;A 4.7 % Chromat.
B 58.7 % Chromat.
With cobalt(II) bromide In butan-1-ol at 30℃; for 8h;A 2.9 % Chromat.
B 63.5 % Chromat.
1-amino-4-nitroanthraquinone
6937-74-2

1-amino-4-nitroanthraquinone

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
anthracene In isopropyl alcohol for 0.166667h; Irradiation;75%
With sodium sulfide
With sodium sulfide
9,10-dihydroxy-1,4-bis(methoxyimino)-2,3-dihydroanthracene

9,10-dihydroxy-1,4-bis(methoxyimino)-2,3-dihydroanthracene

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
In nitrobenzene for 19h; Heating;68%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

cyclohexylamine
108-91-8

cyclohexylamine

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-cyclohexylamino-9,10-anthraquinone
6408-45-3

1-amino-4-cyclohexylamino-9,10-anthraquinone

Conditions
ConditionsYield
With CoCl2 In pyridine at 40℃; for 20h;A n/a
B 52%
N-(4-acetylamino-9,10-dioxo-9,10-dihydro-anthracene-1-yl)-acetamide
6534-28-7

N-(4-acetylamino-9,10-dioxo-9,10-dihydro-anthracene-1-yl)-acetamide

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium hydroxide for 3h; Heating;43%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

methylamine
74-89-5

methylamine

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-(methylamino)anthraquinone
1220-94-6

1-amino-4-(methylamino)anthraquinone

Conditions
ConditionsYield
With CoCl2 In pyridine; water at 30℃; for 26h;A 8.2%
B 39%
SEC-BUTYLAMINE
33966-50-6

SEC-BUTYLAMINE

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-(s-butylamino)anthraquinone
22791-66-8

1-amino-4-(s-butylamino)anthraquinone

Conditions
ConditionsYield
With CoCl2 In pyridine at 30℃; for 50h;A n/a
B 38%
n-Octylamine
111-86-4

n-Octylamine

1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-(octylamino)anthraquinone

1-amino-4-(octylamino)anthraquinone

C

1-amino-2-(octylamino)anthraquinone

1-amino-2-(octylamino)anthraquinone

Conditions
ConditionsYield
With CoCl2 In pyridine at 30℃; for 30h;A n/a
B 34%
C 2.4%
9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione
17648-03-2

9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With methylhydrazine for 4h; Heating;30%
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

benzylamine
100-46-9

benzylamine

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-(benzylamino)anthraquinone
70730-85-7

1-amino-4-(benzylamino)anthraquinone

Conditions
ConditionsYield
With CoCl2 In pyridine at 40℃; for 12h;A 29%
B 5.5%
1-amino-4-nitroanthraquinone
6937-74-2

1-amino-4-nitroanthraquinone

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

4-hydroxy-1-aminoanthraquinone
116-85-8

4-hydroxy-1-aminoanthraquinone

Conditions
ConditionsYield
In water; isopropyl alcohol for 1h; Product distribution; other solvents: methanol, benzene; presence of KOH; other reaction times; reaction with sensitizer.;A 12%
B 20%
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

1,4-diamino-anthracene-9,10-diol
5327-72-0

1,4-diamino-anthracene-9,10-diol

A

anthracene-1,4,9,10-tetraone
1709-63-3

anthracene-1,4,9,10-tetraone

B

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-diamino-anthracene-9,10-diol
5327-72-0

1,4-diamino-anthracene-9,10-diol

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With manganese(IV) oxide; sulfuric acid
With sulfuric acid; chlorine
With sulfuric acid; bromine
1-amino-4-nitroanthraquinone
6937-74-2

1-amino-4-nitroanthraquinone

A

anthracene-1,4,9,10-tetraone
1709-63-3

anthracene-1,4,9,10-tetraone

B

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-formamide
42419-86-3

N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-formamide

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sulfuric acid; nitric acid Erhitzen des Reaktionsprodukts mit wss. Natronlauge und Natriumsulfid;
2-(2,5-diamino-benzoyl)-benzoic acid
861531-11-5

2-(2,5-diamino-benzoyl)-benzoic acid

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sulfuric acid at 190℃;
N-(9,10-dioxo-9,10-dihydro-1-anthryl)oxamic acid
73840-77-4

N-(9,10-dioxo-9,10-dihydro-1-anthryl)oxamic acid

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sulfuric acid; potassium nitrate at 0℃; Kochen der mit Soda neutralisierten Saeure mit Natriumsulfid;
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; HNO3+H2SO4 / 5 °C / man verseift das Reaktionsprodukt mit Soda
2: alkali; sodium sulfide
View Scheme
2-(5-acetylamino-2-amino-benzoyl)-benzoic acid
861601-79-8

2-(5-acetylamino-2-amino-benzoyl)-benzoic acid

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sulfuric acid at 190 - 200℃;
1,4-bis-(toluene-4-sulfonylamino)-anthraquinone
122146-57-0

1,4-bis-(toluene-4-sulfonylamino)-anthraquinone

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sulfuric acid
1-nitro-4-nitroamino-anthraquinone

1-nitro-4-nitroamino-anthraquinone

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium sulfide; water
1,4-diamino-anthracene-9,10-diol
5327-72-0

1,4-diamino-anthracene-9,10-diol

nitrobenzene
98-95-3

nitrobenzene

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium hydroxide
6H-anthra<1,9-cd>isoxazol-6-one
70730-89-1

6H-anthra<1,9-cd>isoxazol-6-one

dimethyl amine
124-40-3

dimethyl amine

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium sulfide; oxygen; potassium nitrate 1.) water, acetonitrile, 15-20 deg C; 2.) aq. ethanol, 3 h, 80 deg C; Yield given. Multistep reaction;
1,4-diamino-2,3-dihydroanthraquinone
81-63-0

1,4-diamino-2,3-dihydroanthraquinone

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
In dimethyl sulfoxide at 90℃;
solvent blue 35
17354-14-2

solvent blue 35

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-butylaminoanthraquinone
62956-46-1

1-amino-4-butylaminoanthraquinone

C

1-amino-4-butyrylamidoanthraquinone
121749-44-8

1-amino-4-butyrylamidoanthraquinone

Conditions
ConditionsYield
With air; tetra(n-butyl)ammonium hydroxide 1.) DMF/propan-2-ol, 30 s, 2.) 2 min; Multistep reaction;
With perchloric acid; air; tetra(n-butyl)ammonium hydroxide Mechanism; Product distribution; multistep reaction; variation of the amount of the reagent;A 85 % Spectr.
B 5 % Spectr.
C 10 % Spectr.
1-amino-9,10-anthracenedione
82-45-1

1-amino-9,10-anthracenedione

A

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-butylaminoanthraquinone
62956-46-1

1-amino-4-butylaminoanthraquinone

Conditions
ConditionsYield
With N-butylamine In butan-1-ol at 80 - 82℃; for 24h;A 4.7 % Chromat.
B 58.7 % Chromat.
N-(1-Amino-4-anthraquinonyl)-5-amino-2,4-pentadien-1-ol
80348-15-8

N-(1-Amino-4-anthraquinonyl)-5-amino-2,4-pentadien-1-ol

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran for 1h; Product distribution;
5-diethylaminoanthra<1,9-c,d>isoxazol-6-one
83206-62-6

5-diethylaminoanthra<1,9-c,d>isoxazol-6-one

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium sulfide; oxygen In ethanol at 80℃; for 3h; Yield given;
5-dibutylaminoanthra<1,9-c,d>isoxazol-6-one
83206-63-7

5-dibutylaminoanthra<1,9-c,d>isoxazol-6-one

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium sulfide; oxygen In ethanol at 80℃; for 3h; Yield given;
5-N-amyl-N-benzylaminoanthra<1,9-c,d>isoxazol-6-one
83206-64-8

5-N-amyl-N-benzylaminoanthra<1,9-c,d>isoxazol-6-one

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium sulfide; oxygen In ethanol at 80℃; for 3h; Yield given;
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

dimethyl sulfate
77-78-1

dimethyl sulfate

disperse blue 14
2475-44-7

disperse blue 14

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate In 1,2-dichloro-ethane at 30 - 35℃; for 3h;96%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-dibromoanthracene-9,10-dione
85392-80-9

1,4-dibromoanthracene-9,10-dione

Conditions
ConditionsYield
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃; for 5h; Sandmeyer reaction;94%
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃;94%
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃; for 5h;84%
9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid
1005329-65-6

9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

C126H120N16O18
1181305-95-2

C126H120N16O18

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Reflux;93%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

acetyl chloride
75-36-5

acetyl chloride

N-(4-acetylamino-9,10-dioxo-9,10-dihydro-anthracene-1-yl)-acetamide
6534-28-7

N-(4-acetylamino-9,10-dioxo-9,10-dihydro-anthracene-1-yl)-acetamide

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;92%
(1,5-cyclooctadiene)(methoxy)iridium(l) dimer
12148-71-9

(1,5-cyclooctadiene)(methoxy)iridium(l) dimer

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

[Ir2(μ-1,4-diaminoanthraquinonate)(COD)2]

[Ir2(μ-1,4-diaminoanthraquinonate)(COD)2]

Conditions
ConditionsYield
In acetone N2-atmosphere; stirring equimolar amts. for 40 min; evapn., pptn. on hexane addn., filtration, washing (hexane), drying (vac.); elem. anal.;92%
4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carboxylic acid
877869-07-3

4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carboxylic acid

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

C70H64N8O10
1181305-93-0

C70H64N8O10

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Reflux;91%
4-(4-methylbenzoyl)-5-(4-methylphenyl)-2,3-furandione

4-(4-methylbenzoyl)-5-(4-methylphenyl)-2,3-furandione

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

4-[(4-amino-9,10-dioxo-9,10-dihydroanthracen-1-yl)amino]-3-(4-methylbenzoyl)-4-(4-methylphenyl)-2-oxobut-3-enoic acid
1190193-52-2

4-[(4-amino-9,10-dioxo-9,10-dihydroanthracen-1-yl)amino]-3-(4-methylbenzoyl)-4-(4-methylphenyl)-2-oxobut-3-enoic acid

Conditions
ConditionsYield
In benzene at 20℃; for 48h;90%
C13H10O4
841301-60-8

C13H10O4

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

3-acetyl-4-[(4-amino-9,10-dioxo-9,10-dihydroanthracen-1-yl)amino]-4-(4-methylphenyl)-2-oxobut-3-enoic acid
1190193-53-3

3-acetyl-4-[(4-amino-9,10-dioxo-9,10-dihydroanthracen-1-yl)amino]-4-(4-methylphenyl)-2-oxobut-3-enoic acid

Conditions
ConditionsYield
In benzene at 20℃; for 48h;90%
3-bromoquinoline
5332-24-1

3-bromoquinoline

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-bis-(quinolin-3-ylamino)anthraquinone

1,4-bis-(quinolin-3-ylamino)anthraquinone

Conditions
ConditionsYield
With copper diacetate; caesium carbonate In N,N-dimethyl-formamide at 190℃; for 6h; Inert atmosphere;89%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

1,4-bis(4-fluorobenzoylamido)-9,10-anthracenedione

1,4-bis(4-fluorobenzoylamido)-9,10-anthracenedione

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;88%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-diamino-5,8-dihydroxy-9,10-anthracenedione
16517-70-7

1,4-diamino-5,8-dihydroxy-9,10-anthracenedione

Conditions
ConditionsYield
With sodium chlorate; sulfuric acid at -5 - 20℃; for 3h;88%
cyclopentanepropanoyl chloride
104-97-2

cyclopentanepropanoyl chloride

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-bis(3-cyclopentanepropionamido)-9,10-anthracenedione

1,4-bis(3-cyclopentanepropionamido)-9,10-anthracenedione

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;87%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

2,5-bis(trifluoromethyl)benzoyl chloride
393-82-8

2,5-bis(trifluoromethyl)benzoyl chloride

1,4-bis(2,5-trifluoromethylbenzoylamido)-9,10-anthracenedione

1,4-bis(2,5-trifluoromethylbenzoylamido)-9,10-anthracenedione

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;87%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-2,3-dihydro-1H-2,3-furandione

4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-2,3-dihydro-1H-2,3-furandione

4-[(4-amino-9,10-dioxo-9,10-dihydroanthracen-1-yl)amino]-3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-2-oxobut-3-enoic acid
1190193-51-1

4-[(4-amino-9,10-dioxo-9,10-dihydroanthracen-1-yl)amino]-3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-2-oxobut-3-enoic acid

Conditions
ConditionsYield
In benzene at 20℃; for 48h;87%
diethyl sulfate
64-67-5

diethyl sulfate

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-bisethylamino-anthraquinone
6994-46-3

1,4-bisethylamino-anthraquinone

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate In 1,2-dichloro-ethane at 50 - 55℃; for 3h;85%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

m-Chlorobenzoyl chloride
618-46-2

m-Chlorobenzoyl chloride

1,4-bis-(3-chloro-benzoylamino)-anthraquinone
75300-20-8

1,4-bis-(3-chloro-benzoylamino)-anthraquinone

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;85%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

4-Fluorophenylacetyl chloride
459-04-1

4-Fluorophenylacetyl chloride

1,4-bis(4-fluorophenylacetamido)-9,10-anthracenedione

1,4-bis(4-fluorophenylacetamido)-9,10-anthracenedione

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;85%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

magnesium salt of 1,4-diaminoanthraquinone-2-sulfonic acid

magnesium salt of 1,4-diaminoanthraquinone-2-sulfonic acid

Conditions
ConditionsYield
With pyridine; sulfuric acid; magnesium sulfate In water85%
[Rh(μ-OMe)(1,5-cyclooctadiene)]2

[Rh(μ-OMe)(1,5-cyclooctadiene)]2

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

[Rh2(μ-1,4-diaminoanthraquinonate)(COD)2]

[Rh2(μ-1,4-diaminoanthraquinonate)(COD)2]

Conditions
ConditionsYield
In acetone N2-atmosphere; stirring equimolar amts. for 40 min; evapn., pptn. on hexane addn., filtration, washing (hexane), drying (vac.); elem. anal.;85%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

C22H18N2O8
1430208-47-1

C22H18N2O8

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; Reflux;85%
With triethylamine In tetrahydrofuran at 0℃; for 1h; Reflux;85%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

1,4-bis-(4-chloro-benzoylamino)-anthraquinone
75300-21-9

1,4-bis-(4-chloro-benzoylamino)-anthraquinone

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;84%
With pyridine; nitrobenzene
With pyridine; nitrobenzene
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-Dinitroanthracene-9,10-dione
66121-37-7

1,4-Dinitroanthracene-9,10-dione

Conditions
ConditionsYield
With trifluoroacetyl peroxide In dichloromethane for 2h; Heating;84%
With dihydrogen peroxide; trifluoroacetic anhydride In dichloromethane; water at 40℃; for 144h;62%
(phenylthio)acetic acid chloride
7031-27-8

(phenylthio)acetic acid chloride

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

1,4-bis(phenylthioacetamido)-9,10-anthracenedione

1,4-bis(phenylthioacetamido)-9,10-anthracenedione

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;84%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

2,3,6-trifluorobenzoyl chloride

2,3,6-trifluorobenzoyl chloride

1,4-bis(2,3,6-trifluorobenzoylamido)-9,10-anthracenedione

1,4-bis(2,3,6-trifluorobenzoylamido)-9,10-anthracenedione

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;84%
9-{2-[(9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid

9-{2-[(9-{2-[(4,7-diisobutoxy-9-phenylcarbamoyl-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carbonyl)-amino]-phenylcarbamoyl}-4,7-diisobutoxy-[1,10]phenanthroline-2-carboxylic acid

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

C182H176N24O26

C182H176N24O26

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Reflux;84%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

benzoyl chloride
98-88-4

benzoyl chloride

1,4-bisbenzoylaminoanthraquinone
2987-68-0

1,4-bisbenzoylaminoanthraquinone

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;83%
With pyridine; nitrobenzene
With chlorobenzene
With pyridine; nitrobenzene
With nitrobenzene
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

2-Fluorobenzoyl chloride
393-52-2

2-Fluorobenzoyl chloride

1,4-bis(2-fluorobenzoylamido)-9,10-anthracenedione

1,4-bis(2-fluorobenzoylamido)-9,10-anthracenedione

Conditions
ConditionsYield
With pyridine In various solvent(s) at 20℃; for 24h;83%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

N-[4-(dodecanoylamino)-9,10-dioxo-9,10-dihydro-1-anthracenyl]dodecanamide

N-[4-(dodecanoylamino)-9,10-dioxo-9,10-dihydro-1-anthracenyl]dodecanamide

Conditions
ConditionsYield
With pyridine In N,N-dimethyl acetamide at 0 - 20℃; for 24h;83%
1,4-diamino-9,10-anthraquinone
128-95-0

1,4-diamino-9,10-anthraquinone

benzoic acid
65-85-0

benzoic acid

1,4-bisbenzoylaminoanthraquinone
2987-68-0

1,4-bisbenzoylaminoanthraquinone

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 20h; Inert atmosphere;83%

1,4-Diamino anthraquinone Chemical Properties

IUPAC Name: 1,4-Diaminoanthracene-9,10-dione
Molecular formula: C14H10N2O2
Formula weight: 238.26 g/mol
EINECS: 204-922-6
Density: 1.456g/cm3
Melting Point: 265-269 °C
Boiling Point: 544.2 °C at 760 mmHg
Refractive Index: 1.757 
Molar Volume: 163.6 cm3 
Surface Tension: 80.9 dyne/cm
Enthalpy of Vaporization: 82.27 kJ/mol
Flash Point: 282.9 °C 
Vapor Pressure: 6.67E-12 mmHg at 25 °C
Molecular Structure of 1,4-Diamino anthraquinone (CAS NO.128-95-0):

XLogP3-AA: 2.6
H-Bond Donor: 2
H-Bond Acceptor: 4
Tautomer Count: 8
Exact Mass: 238.074228
MonoIsotopic Mass: 238.074228
Topological Polar Surface Area: 86.2
Heavy Atom Count: 18 
Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)N)N
InChI: InChI=1S/C14H10N2O2/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6H,15-16H2
InChIKey: FBMQNRKSAWNXBT-UHFFFAOYSA-N
Product Categories: Intermediates of Dyes and Pigments; Aminoanthraquinones; Anthraquinones; Highly Purified Reagents; Other Categories; Refined Products by Sublimation; Solvent Dyestuff; Amine Monomers; Monomers; Primary Amines

1,4-Diamino anthraquinone Uses

 1,4-Diamino anthraquinone (CAS NO.128-95-0) can be used as a synthetic dye intermediate. It is also used for dyeing polyester.

1,4-Diamino anthraquinone 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.: 1972,121.
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.    

mmo-omi 12,800 µg/L

    HEREAY    Hereditas. 99 (1983),209.
5.    

orl-rat LDLo:5790 mg/kg

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,121.
6.    

ipr-rat LD50:250 mg/kg

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 21 (12)(1977),27.

1,4-Diamino anthraquinone Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

1,4-Diamino anthraquinone Safety Profile

A poison by intraperitoneal route. Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. Mutation data reported. An eye irritant. When heated to decomposition it emits toxic fumes of  NOx.
Risk statements: 22
22:  Harmful if swallowed.  
Safety statements: 22-36/37
36/37: Wear suitable protective clothing and gloves.  
22: Do not breathe dust.

1,4-Diamino anthraquinone Specification

 1,4-Diamino anthraquinone (CAS NO.128-95-0) is also named as 1,4-Anthraquinonyldiamine ; Acetate Red Violet R ; Acetoquinone Light Heliotrope NL ; Acetylon Fast Red Violet R ; Amacel heliotrope R ; Amaplast Red Violet P 2R ; Artisil Direct Violet 2RP ; Artisil Violet 2RP ; C.I. 61100 ; C.I. Disperse Violet 1 ; C.I. Disperse Violet 9 ; C.I. Solvent Violet 11 ; CCRIS 5603 ; Celanthrene Red Violet R ; Disperse Violet K ; Dispersive Violet K ; Duranol Violet 2R ; Duranol Violet 2R, 1,4-diamino- ; Interchem Disperse Violet 2RH ; Interchem Hisperse Violet 2RH ; Krisolamine ; Resiren Violet TR ; Seacyl Violet R ; Sectacyl Violet Propyl ; Serisol Brilliant Violet 2R ; Setacyl Violet P-R ; Setacyl Violet R ; Transetile Violet P 3R . 1,4-Diamino anthraquinone (CAS NO.128-95-0) is violet powder. It is soluble in benzene, pyridine, nitrobenzene, aniline, slightly soluble in hot acetic acid and ethanol .

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