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HomeProduct name list2-Amino-5-nitrophenol

2-Amino-5-nitrophenol

Synonym(s):5-Nitro-2-aminophenol;2-Hydroxy-4-nitroaniline;3-Hydroxy-4-aminonitrobenzene;3-Nitro-6-aminophenol;5-Nitro-2-amino-1-hydroxybenzene

  • CAS NO.:121-88-0
  • Empirical Formula: C6H6N2O3
  • Molecular Weight: 154.12
  • MDL number: MFCD00007692
  • EINECS: 204-503-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:52
2-Amino-5-nitrophenol Structural

What is 2-Amino-5-nitrophenol?

Chemical properties

Brown to rust Crystalline powder

The Uses of 2-Amino-5-nitrophenol

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

The Uses of 2-Amino-5-nitrophenol

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

The Uses of 2-Amino-5-nitrophenol

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.]

Properties of 2-Amino-5-nitrophenol

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)
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)

Safety information for 2-Amino-5-nitrophenol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2-Amino-5-nitrophenol

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