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