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2-Amino-5-nitrophenol

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2-Amino-5-nitrophenol Basic information

Product Name:
2-Amino-5-nitrophenol
Synonyms:
  • 3-nitro-6-aminophenol
  • ncic55970
  • rodolyba
  • ursolyellowbrowna
  • CI 76535
  • 5-NITRO-O-AMINOPHENOL
  • 5-NITRO-2-AMINOPHENOL
  • 2-AMINO-5-NITROPENOL
CAS:
121-88-0
MF:
C6H6N2O3
MW:
154.12
EINECS:
204-503-8
Product Categories:
  • Aromatic Phenols
  • Phenol&Thiophenol&Mercaptan
  • Intermediates of Dyes and Pigments
  • Phenoles and thiophenoles
  • Building Blocks
  • C6 to C8
  • Chemical Synthesis
  • Organic Building Blocks
  • Oxygen Compounds
  • Phenols
Mol File:
121-88-0.mol
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2-Amino-5-nitrophenol Chemical Properties

Melting point:
198-202 °C (dec.) (lit.)
Boiling point:
322.46°C (rough estimate)
Density 
1.3617 (estimate)
refractive index 
1.6890 (rough estimate)
pka
8.08±0.19(Predicted)
form 
Crystalline Powder
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)
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Safety Information

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

MSDS

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2-Amino-5-nitrophenol Usage And Synthesis

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.

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.]

2-Amino-5-nitrophenol Preparation Products And Raw materials

Preparation Products

Raw materials

2-Amino-5-nitrophenolSupplier