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Usage

Uses

Used in Cosmetic Industry:
2-Amino-3-nitrophenol is used as a semipermanent (nonoxidative) hair colorant and as a toner in permanent (oxidative) hair dye products. It provides a wide range of color options and enhances the overall appearance of hair.
Used in Mass Spectrometry:
2-Amino-3-nitrophenol is used as a matrix during visible matrix-assisted laser desorption/ionization (VIS-MALDI) mass spectrometry. It helps in the ionization of large biomolecules, enabling their analysis and identification.
Used in Chemical Synthesis:
2-Amino-3-nitrophenol is used in the preparation of 1,3-benzoxazole-4,7-dione, a heterocyclic compound with potential applications in pharmaceuticals and materials science. Its synthesis involves the cyclization of 2-amino-3-nitrophenol with appropriate reagents, resulting in the formation of the desired benzoxazole derivative.

InChI:InChI=1/C6H6N2O3/c7-6-4(8(10)11)2-1-3-5(6)9/h1-3,9H,7H2

Upstream product

• 69194-51-0 1-acetoxy-2-acetylamino-3-nitro-benzene 
• 66-56-8 2,3-dinitrophenol 
• 7664-93-9 sulfuric acid 
• 5467-64-1 2-acetamidophenyl acetate 
• 163808-13-7 4-nitrobenzo[d]oxazole 

Downstream Products

• 59649-56-8 2,3-diaminophenol 
• 197243-48-4 2-iodo-3-nitrophenol 
• 478553-83-2 2-methyl-4-nitrobenzo[d]oxazole 
• 69194-51-0 1-acetoxy-2-acetylamino-3-nitro-benzene 
• 59820-29-0 2-acetylamino 3-nitro phenol 
• 876496-59-2 chloro-acetic acid-(2-hydroxy-6-nitro-anilide) 
• 858013-76-0 toluene-4-sulfonic acid-(2-amino-3-nitro-phenyl ester) 
• 101495-34-5 4-nitro-3H-benzooxazole-2-thione 
• 132059-11-1 R-<1-(2-amino-3-nitrophenoxy)>-2',3'-epoxypropane 
• 132059-13-3 S-<1-(2-amino-3-nitrophenoxy)>-2',3'-epoxypropane 
• 132059-12-2 R-<1-(2-amino-3-nitrophenoxy)>-3'-(N-t-butylamino)propan-2'-ol 
• 143708-26-3 2-(chloromethyl)-4-nitrobenzoxazole 
• 148726-33-4 2-<3-(5-methyl-4-phenyl-1H-imidazol-1-yl)propoxy>-6-nitroaniline 
• 101935-40-4 2-bromo-3-hydroxy-1-nitrobenzene 

Relevant academic research and scientific papers

SYNTHESIS OF 4-HYDROXY-1-METHYLBENZIMIDAZOLE AND 7-HYDROXY-1-METHYLBENZIMIDAZOLE

4-Hydroxy-1-methylbenzimidazole (1) was synthesized via condensation of 2-amino-3-nitrophenol (3) with trimethyl orthoformate, reduction of the resulting 4-nitrobenzoxazole (4) to amine (5), reaction with hydroxymethylbenzotriazole to form benzotriazolyl adduct (6), reduction to give 4-methylaminobenzoxazole (7), and finally base catalyzed rearrangement.The synthesis of 7-hydroxy-1-methylbenzimidazole (2) was accomplished by reduction of 4 with sodium borohydride to form 3-nitro-2-methylaminophenol (8), followed by hydrogenation to give amino derivative (9) and condensation with trimethyl orthoformate.

RADICAL-ANIONS OF AROMATIC COMPOUNDS. XV. ELECTRONIC STRUCTURE OF THE RADICAL-ANIONS AND THE DIRECTION OF PARTIAL REDUCTION OF POLYNITROPHENOLS AND N,N-DIALKYLANILINES. THE EFFECT OF pH ON THE REGIOSELECTIVITY

The radical products formed during the reduction of 2,3-, 2,5-, 3,4-, and 2,4-dinitrophenols in DMFA and aqueous solutions at various pH values were studied by the ESR method.The radical-anions of the phenols and corresponding phenolates exist in two forms, which differ in the position of the negatively charged nitro group in relation to the substituent (OH or O-).The direction of partial reduction of the dinitrophenols by the complex of titanium trichloride with Trilon B was investigated, and at was shown that it can be varied by variation of the pH of the medium.The effect of the pH on the relative content of the reaction products (isomeric aminonitrophenols) correlates with the effect of this factor on the ratio of the two forms of the radical-anions of the initial phenols.It was shown for the case 2,4,6-trinitro-N,N-dimethylaniline that it is possible to change the direction of partial reduction of N,N-dialkylpolynitroanilines by varying the pH.