2-Amino-3-nitrophenol Chemical Properties

Melting point:

212-213 °C (lit.)

Boiling point:

322.46°C (rough estimate)

Density 

1.3617 (estimate)

refractive index 

1.6890 (rough estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

11.23±0.25(Predicted)

form 

Powder

color 

brown-red

BRN 

2804307

Cosmetics Ingredients Functions

HAIR DYEING

Cosmetic Ingredient Review (CIR)

2-Amino-3-nitrophenol (603-85-0)

InChI

InChI=1S/C6H6N2O3/c7-6-4(8(10)11)2-1-3-5(6)9/h1-3,9H,7H2

InChIKey

KUCWUAFNGCMZDB-UHFFFAOYSA-N

SMILES

C1(O)=CC=CC([N+]([O-])=O)=C1N

CAS DataBase Reference

603-85-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29222990

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2-Amino-3-nitrophenol Usage And Synthesis

Chemical Properties

Red-brown powder

Uses

2-Amino-3-nitrophenol has been used:

• as semipermanent (nonoxidative) hair colorant and as toner in permanent (oxidative) hair dye products
• as matrix during visible matrix-assisted laser desorption/ionization (VIS-MALDI) mass spectrometry
• in preparation of 1,3-benzoxazole-4,7-dione

Synthesis

Tin (II) chloride dihydrate (20 mmol) was dissolved in methanol (17.2 mL) under argon and added to the reaction flask; concentrated HCl (9.2 mL) was added slowly to the reaction system and the resulting solution was cooled to 0C. The dinitro compound was added to the reaction flask and the mixture was stirred overnight at room temperature, diluted with EtOAc and neutralized with saturated sodium bicarbonate. The inorganic salt solid was removed by filtration and the residue was washed with ethyl acetate, the filtrate and the separated phase were combined. The residual aqueous phase was extracted three times with ethyl acetate, the combined organic layers were dried with magnesium sulfate, the magnesium sulfate solids were removed by filtration, and the resulting organic filtrate was stripped of organic solvents under reduced pressure to afford the target product 2-amino-3-nitrophenol.

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