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2-Amino-5-nitrophenol

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;2-AMINO-5-NITROPENOL;2-AMINO-5-NITROPHENOL
CAS:121-88-0
MF:C6H6N2O3
MW:154.12
EINECS:204-503-8
Product Categories:Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Intermediates of Dyes and Pigments;Building Blocks;C6 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Phenols
Mol File:121-88-0.mol
2-Amino-5-nitrophenol Structure
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)
solubility DMSO (Slightly), Methanol (Slightly)
form Crystalline Powder
pka8.08±0.19(Predicted)
color Rust brown to brown
Water Solubility insoluble
BRN 972974
CAS DataBase Reference121-88-0(CAS DataBase Reference)
IARC3 (Vol. 57) 1993
EPA Substance Registry System2-Amino-5-nitrophenol (121-88-0)
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 Data121-88-0(Hazardous Substances Data)
ToxicityLD50 oral in rat: > 4gm/kg
MSDS Information
ProviderLanguage
4-Amino-3-hydroxynitrobenzene English
SigmaAldrich English
ACROS English
ALFA English
2-Amino-5-nitrophenol Usage And Synthesis
Chemical PropertiesBrown to rust Crystalline powder
UsesReactant for:• ;Diazotation and coupling reactions1• ;Preparation of biologically and pharmacologically active molecules2
Uses2-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.
Uses2-Amino-5-nitrophenol is used in hair dyes and as an intermediate in preparing azo dyes.
DefinitionChEBI: 2-Amino-5-nitrophenol is a member of 3-nitrophenols.
General DescriptionBrown amorphous granules or powder. Melting point 198-202°C.
Air & Water ReactionsIs slowly oxidized by air at room temperature. Insoluble in water.
Reactivity Profile2-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 HazardFlash point data for 2-Amino-5-nitrophenol are not available. 2-Amino-5-nitrophenol is probably combustible.
CarcinogenicityThe 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 MethodsCrystallise the phenol from water. [Beilstein 13 IV 803.]
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