121-88-0 Usage
Description
2-Amino-5-nitrophenol is an organic compound with the chemical formula C6H6N2O3, characterized by brown amorphous granules or powder appearance and a melting point of 198-202°C. It exhibits brown to rust crystalline powder in its chemical properties.
Uses
1. Used in Hair Dye Industry:
2-Amino-5-nitrophenol is used as an intermediate for the synthesis of various hair dye products, including semi-permanent (nonoxidative) hair colorants and toners in permanent (oxidative) hair dye formulations. It serves as a reactant in diazotation and coupling reactions, which are essential processes in the production of these hair dyes.
2. Used in Pharmaceutical Industry:
2-Amino-5-nitrophenol is utilized as a starting material in the synthesis of a series of biologically and pharmacologically active molecules, such as (Z)-2-(substituted aryl)-N-(3-oxo-4-(substituted carbamothioyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) hydrazine carboxamides and 7-benzylamino-2H-1,4-benzoxazin-3(4H)-ones. These compounds have potential applications as anticonvulsant agents.
3. Used in Dye Industry:
2-Amino-5-nitrophenol is employed as a reactant in the preparation of azo dyes, which are widely used in various industries, including textiles, plastics, and printing inks, due to their vibrant colors and excellent lightfastness.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 121-88-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 1 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 121-88:
(5*1)+(4*2)+(3*1)+(2*8)+(1*8)=40
40 % 10 = 0
So 121-88-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N2O3/c7-5-2-1-4(8(10)11)3-6(5)9/h1-3,9H,7H2
121-88-0Relevant articles and documents
Preparation method of 2-amino-5-nitrophenol
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Page/Page column 5-8, (2021/05/12)
The invention provides a preparation method of 2-amino-5-nitrophenol, which comprises the following steps: (1) carrying out cyclization reaction on 2-aminophenol and thionyl chloride in a solvent and an acid-binding agent to obtain a cyclization compound; (2) carrying out nitration reaction on the generated cyclization compound and a mixed acid composed of concentrated sulfuric acid and concentrated nitric acid to obtain a nitride; and (3) finally hydrolyzing the generated nitride with sodium hydroxide to obtain the 2-amino-5-nitrophenol. According to the method provided by the invention, a large amount of ammonia gas generated by using phosgene, expensive acetic anhydride or a urea method can be avoided; and the preparation method provided by the invention is simple in operation, good in product appearance, good in quality, high in yield, easy in process condition control, and easy for industrial automation and large-scale production.
Method for producing 5-nitro-2aminophenol
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Paragraph 0025, (2016/10/09)
The invention relates to a method for producing 5-nitro-2aminophenol.Ortho-aminophenol, urea and sulfuric acid have a cyclization reaction in a three-mouth round-bottom flask to obtain a benzoxazolone compound, then the obtained benzoxazolone compound, acidic imidazolium ionic liquid and nitric acid are placed in the round-bottom flask for a nitration reaction to obtain 6-nitryl benzoxazolone, and finally 5-nitro-2aminophenol is obtained through hydrolysis of sodium hydroxide.According to the method, in the step that the obtained benzoxazolone compound, acidic imidazolium liquid and nitric acid are placed in the round-bottom flask for the nitration reaction to obtain 6-nitryl benzoxazolone, the acidic imidazolium ionic liquid takes the place of 1,2-dichloroethane solvent in the prior art, the safety coefficient is remarkably improved, cost is low, and environmental friendliness is achieved.
Fused thiophene compounds and medicinal use thereof
-
, (2008/06/13)
A condensed thiophene compound of the formula (I) wherein each symbol is as defined in the specification, a pharmaceutically acceptable salt thereof and hydrates thereof. The compound of the formula (I) of the present invention is useful as a novel antipsychotic agent which is effective for both positive symptoms and negative symptoms of schizophrenia, which is associated with less side effects such as extrapyramidal motor disorder and the like and which is less associated with serious side effects such as agranulocytosis and the like. In addition, this compound is also useful as a therapeutic agent of Alzheimer's disease and manic-depressive illness.