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1,4-Diamino anthraquinone
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Name

1,4-Diamino anthraquinone

 EINECS 204-922-6
CAS No. 128-95-0 Density 1.456 g/cm3
PSA 86.18000 LogP 2.78880
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 N/A 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;

Article Data 46

1,4-Diamino anthraquinone Synthetic route

6408-78-2

acid blue 25

128-95-0

1,4-diamino-9,10-anthraquinone

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

1-amino-9,10-anthracenedione

109-73-9

N-butylamine

A

128-95-0

1,4-diamino-9,10-anthraquinone

B

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.
6937-74-2

1-amino-4-nitroanthraquinone

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

128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
In nitrobenzene for 19h; Heating;68%
82-45-1

1-amino-9,10-anthracenedione

108-91-8

cyclohexylamine

A

128-95-0

1,4-diamino-9,10-anthraquinone

B

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%
6534-28-7

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

128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With sodium hydroxide for 3h; Heating;43%
82-45-1

1-amino-9,10-anthracenedione

74-89-5

methylamine

A

128-95-0

1,4-diamino-9,10-anthraquinone

B

1220-94-6

1-amino-4-(methylamino)anthraquinone

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

SEC-BUTYLAMINE

82-45-1

1-amino-9,10-anthracenedione

A

128-95-0

1,4-diamino-9,10-anthraquinone

B

22791-66-8

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

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

n-Octylamine

82-45-1

1-amino-9,10-anthracenedione

A

128-95-0

1,4-diamino-9,10-anthraquinone

B

1-amino-4-(octylamino)anthraquinone

C

1-amino-2-(octylamino)anthraquinone

Conditions
ConditionsYield
With CoCl2 In pyridine at 30℃; for 30h;A n/a
B 34%
C 2.4%
17648-03-2

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

128-95-0

1,4-diamino-9,10-anthraquinone

Conditions
ConditionsYield
With methylhydrazine for 4h; Heating;30%

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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