2-Amino-3-nitrophenol

Base Information

• Chemical Name: 2-Amino-3-nitrophenol
• CAS No.: 603-85-0
• Molecular Formula: C6H6N2O3
• Molecular Weight: 154.125
• Hs Code.: 29222990
• European Community (EC) Number: 210-060-1
• UNII: A7F97ZPU2W
• DSSTox Substance ID: DTXSID70209063
• Nikkaji Number: J96.209K
• Wikidata: Q27273725
• Mol file: 603-85-0.mol

Synonyms:2-Amino-3-nitrophenol;603-85-0;Phenol, 2-amino-3-nitro-;2-Hydroxy-6-nitroaniline;3-Nitro-2-aminophenol;CCRIS 2544;MFCD00010875;2-Amino-3-hydroxynitrobenzene;2-azanyl-3-nitro-phenol;EINECS 210-060-1;UNII-A7F97ZPU2W;A7F97ZPU2W;1-Hydroxy-2-amino-3-nitrobenzene;2-amino-3-nitro-phenol;2-amino-nitrophenol;Amino-3-nitrophenol;IMEXINE FO;2-amino-3-nitrophenoi;tetramethylammoniumnitrate;2- amino- 3- nitrophenol;SCHEMBL94283;2-Amino-3-nitrophenol, 98%;KUCWUAFNGCMZDB-UHFFFAOYSA-;DTXSID70209063;KUCWUAFNGCMZDB-UHFFFAOYSA-N;NITRO-2-AMINOPHENOL, 3-;GEO-00189;AKOS005137906;AKOS025395581;2-AMINO-3-NITROPHENOL [INCI];AC-2563;CS-W008642;PS-3734;SB76595;SY002063;LS-188167;A8428;AM20080638;FT-0632506;EN300-39941;Q-200230;Q27273725;InChI=1/C6H6N2O3/c7-6-4(8(10)11)2-1-3-5(6)9/h1-3,9H,7H2;JBK

Chemical Property of 2-Amino-3-nitrophenol

Chemical Property:

• Appearance/Colour: Red-brown powder
• Melting Point: 212-213 °C(lit.)
• Refractive Index: 1.6890 (rough estimate)
• Boiling Point: 315.862 °C at 760 mmHg
• PKA: 11.23±0.25(Predicted)
• Flash Point: 144.829 °C
• PSA: 92.07000
• Density: 1.511 g/cm³
• LogP: 1.98700
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 154.03784206
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-3-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)N)[N+](=O)[O-]
• Uses: 2-Amino-3-nitrophenol has been used:as semipermanent (nonoxidative) hair colorant and as toner in permanent (oxidative) hair dye productsas matrix during visible matrix-assisted laser desorption/ionization (VIS-MALDI) mass spectrometryin preparation of 1,3-benzoxazole-4,7-dione

Technology Process of 2-Amino-3-nitrophenol

There total 7 articles about 2-Amino-3-nitrophenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 30.0%

4-nitrobenzo[d]oxazole (163808-13-7) → 2-Amino-3-nitrophenol (603-85-0) + 2-(methylamino)-3-nitrophenol (163298-74-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 3h;

Reference yield:

1-acetoxy-2-acetylamino-3-nitro-benzene (69194-51-0) → 2-Amino-3-nitrophenol (603-85-0)

Guidance literature:

With hydrogenchloride; durch Verseifen;

Reference yield:

→ 2-Amino-3-nitrophenol (603-85-0)

Guidance literature:

With sulfuric acid;

upstream raw materials:

1-acetoxy-2-acetylamino-3-nitro-benzene

2,3-dinitrophenol

4-nitrobenzo[d]oxazole

sulfuric acid

Downstream raw materials:

2,3-diaminophenol

2-iodo-3-nitrophenol

chloro-acetic acid-(2-hydroxy-6-nitro-anilide)

N-(2'-hydroxy-6'-nitrophenyl)trifluoroacetamide

Refernces

• 1、 Bilkis, I. I.,Goidin, V. V.,Uskov, S. I.,Shteingarts, V. D.. "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". . p. 21 - 31. Retrieved 2007/10/02.