1,4-Diamino anthraquinone Property

Melting point:

265-269 °C(lit.)

Boiling point:

380.84°C (rough estimate)

Density 

1.44 g/cm3 (20℃)

vapor pressure 

<1 hPa (25 °C)

refractive index 

1.6500 (estimate)

Flash point:

340 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Soluble in benzene, pyridine, the difficulties, slightly soluble in hot aniline acetate, ethanol.

pka

1.17±0.20(Predicted)

form 

Solid

color 

Dark Violet to Black

PH

7 (H2O, 20℃)

Water Solubility 

228.7ug/L(25 ºC)

BRN 

2216556

Stability:

Light Sensitive

LogP

3.000

CAS DataBase Reference

128-95-0(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Diaminoanthraquinone(128-95-0)

EPA Substance Registry System

1,4-Diaminoanthraquinone (128-95-0)

Safety

Risk Statements 

22

Safety Statements 

22-36/37

WGK Germany 

2

RTECS 

CB6300000

Autoignition Temperature

>400 °C

TSCA 

Yes

HS Code 

29223990

Toxicity

LD50 orally in Rabbit: 5790 mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

1,4-Diamino anthraquinone Chemical Properties,Usage,Production

Chemical Properties

Violet powder

Chemical Properties

1,4-Diaminoanthraquinones (DAAQs) are an active substance. Because of its quinone function (reduction), two amine functions (oxidation) and aromatic base structures are combined that stabilize the reduced and oxidized species via electron delocalization. Therefore， they have five different electrochemical oxidation states: a neutral state, two reduced states, and two oxidized states. However, their practical availability is limited due to their low solubility in commonly used polar organic solvents.

Uses

As an anthraquinone derivative, 1,4-Diamino anthraquinone is a potent and selective protein kinase CK1 delta inhibitor. Studies suggest that it has potential solar cell applications. 1,4-Diamino anthraquinone can be used in studies as a potential competitive non-peptidic inhibitor of HIV-1 proteinase.

Uses

Use as the intermediate of synthetic dyes. Use anthraquinone reductive dyes and dispersal dyes and acid dyes and intermediates. Itself to disperse dyestuffs purple. 1,4-Diaminoanthraquinone oxidized with different metal atoms gives rise to conducting coordination polymers consisting of difunctional ligand molecules linked by metal atoms. 1, 4-diaminoanthraquinone has solar cell applications. A hybrid Si/poly (1, 4-diaminoanthraquinone) photoconductive diode for optical sensor applications. Acts as the sequential incorporation of the mediator in electrochemical sensing of glucose on a gold electrode.

Synthesis

1,4-Diaminoanthraquinone is prepared by hydroxyl replacement from 1,4-dihydroxyanthraquinone via the 2,3-dihydro compound and subsequent oxidation of the intermediate 2,3-dihydro-1,4- diaminoanthraquinone .

Purification Methods

Purify the anthraquinone by thin-layer chromatography on silica gel using toluene/acetone (9:1) as eluent. The main band is scraped off and extracted with MeOH. The solvent is evaporated, and the quinone is dried in a drying pistol [Land et al. J Chem Soc, Faraday Trans 1 72 2091 1976]. It crystallises from EtOH (m 269o) in dark violet crystals. Store it in sealed ampoules in the dark. [Beilstein 14 H 197, 14 II 113, 14 III 437, 14 IV 458.]

Properties and Applications