2-Amino-5-nitrophenol Property

Melting point:

198-202 °C (dec.) (lit.)

Boiling point:

322.46°C (rough estimate)

Density 

1.3617 (estimate)

refractive index 

1.6890 (rough estimate)

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Crystalline Powder

pka

8.08±0.19(Predicted)

color 

Rust brown to brown

Water Solubility 

insoluble

BRN 

972974

CAS DataBase Reference

121-88-0(CAS DataBase Reference)

IARC

3 (Vol. 57) 1993

EPA Substance Registry System

2-Amino-5-nitrophenol (121-88-0)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-68-20/21/22

Safety Statements 

26-36/37-45-36/37/39-36

RIDADR 

2811

WGK Germany 

2

RTECS 

SJ6302500

TSCA 

Yes

HS Code 

29222900

Hazardous Substances Data

121-88-0(Hazardous Substances Data)

Toxicity

LD50 oral in rat: > 4gm/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-Amino-5-nitrophenol Chemical Properties,Usage,Production

Chemical Properties

Brown to rust Crystalline powder

Uses

Reactant for:• ;Diazotation and coupling reactions1• ;Preparation of biologically and pharmacologically active molecules2

Uses

2-Amino-5-nitrophenol is used in hair dyes and as an intermediate in preparing azo dyes.

Uses

2-Amino-5-nitrophenol has been used as starting material in the synthesis of series of (Z)-2-(substituted aryl)-N-(3-oxo-4-(substituted carbamothioyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) hydrazine carboxamides, as semi permanent (nonoxidative) hair colorant and as toner in permanent (oxidative) hair dye products, in synthesis of series of 7-benzylamino-2H-1,4-benzoxazin-3(4H)-ones, anticonvulsant agents. Also used as a reactant for, diazotation and coupling reactions, preparation of biologically and pharmacologically active molecules. It is also applied in hair dyes and to make azo dyes.

Definition

ChEBI: 2-Amino-5-nitrophenol is a member of 3-nitrophenols.

General Description

Brown amorphous granules or powder. Melting point 198-202°C.

Air & Water Reactions

Is slowly oxidized by air at room temperature. Insoluble in water.

Reactivity Profile

2-Amino-5-nitrophenol is a reducing agent. Incompatible with strong oxidizing agents. Reacts slowly with oxygen in the air at room temperature. Stable at temperatures up to 140°F for two weeks when kept in the dark and under nitrogen. Stable under nitrogen for up to 24 weeks 77°F. Incompatible with strong bases . Incompatible with acid chlorides and acid anhydrides.

Fire Hazard

Flash point data for 2-Amino-5-nitrophenol are not available. 2-Amino-5-nitrophenol is probably combustible.

Carcinogenicity

The potential carcinogenicity of 2-amino-5-nitrophenol was tested by NTP by oral administration (gavage) in corn oil to F344/N rats (100 and 200 mg/kg) and B6C3F1 mice (400 and 800 mg/kg) for 2 years. There was some evidence of carcinogenic activity in low-dose male rats, as indicated by increased incidence of acinar cell adenomas of the pancreas. No evidence of carcinogenic activity was found among female rats and the low-dose groups of male and female mice. The poor survival rates in the high-dose male rats and high-dose male and female mice reduced the sensitivity for detecting potential carcinogenic response.

Purification Methods

Crystallise the phenol from water. [Beilstein 13 IV 803.]