2-Amino-6-nitrophenol

Base Information

• Chemical Name: 2-Amino-6-nitrophenol
• CAS No.: 603-87-2
• Molecular Formula: C6H6N2O3
• Molecular Weight: 154.125
• Hs Code.: 2922299090
• European Community (EC) Number: 836-706-8
• UNII: 83A52NU8TA
• DSSTox Substance ID: DTXSID30209064
• Nikkaji Number: J79.707C
• NSC Number: 87541
• Wikidata: Q72440039
• Mol file: 603-87-2.mol

Synonyms:2-amino-6-nitrophenol;603-87-2;2-Nitro-6-aminophenol;83A52NU8TA;MFCD02751769;NSC-87541;CCRIS 2545;Phenol, 2-amino-6-nitro-;NSC87541;2-Amino-6-nitro phenol;2-hydroxy-3-nitro-aniline;UNII-83A52NU8TA;SCHEMBL1029956;2-AMINO-6-NITRO-PHENOL;DTXSID30209064;AACMNEWXGKOJJK-UHFFFAOYSA-N;NITRO-6-AMINOPHENOL, 2-;NSC 87541;AKOS006279428;AB12699;CS-W006667;AC-24381;AS-33265;FT-0660848;EN300-97590;A846225;J-508012

Chemical Property of 2-Amino-6-nitrophenol

Chemical Property:

• Vapor Pressure: 0.00224mmHg at 25°C
• Melting Point: >280 °C
• Refractive Index: 1.688
• Boiling Point: 280.3 °C at 760 mmHg
• PKA: 6.85±0.24(Predicted)
• Flash Point: 123.3 °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-6-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])O)N

Technology Process of 2-Amino-6-nitrophenol

There total 9 articles about 2-Amino-6-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: 95.0%

2,6-dinitrophenol (573-56-8) → 2-amino-6-nitrophenol (603-87-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 5h;

Reference yield: 26.0%

2-amino-phenol (95-55-6) → 2-amino-6-nitrophenol (603-87-2) + 2-hydroxy-5-nitroaniline (99-57-0)

Guidance literature:

With sulfuric acid; aminosulfonic acid; nitric acid; at 0 ℃; for 0.5h;

Reference yield:

1-chloro-2,6-dinitrobenzene (606-21-3) → 2-amino-6-nitrophenol (603-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water / 50 - 85 °C / Alkaline conditions; Large scale

1.2: pH 1 / Large scale

2.1: palladium on activated charcoal; hydrogen / 1,2-dichloro-ethane / 35 - 40 °C / 1500.15 - 4500.45 Torr / Large scale

With palladium on activated charcoal; water; hydrogen; In 1,2-dichloro-ethane;

upstream raw materials:

2,6-dinitrophenol

N-(2-hydroxy-3-nitrophenyl)acetamide

2-amino-phenol

sulfuric acid

Downstream raw materials:

N-(2-hydroxy-3-nitrophenyl)acetamide

2-chloro-N-(2-hydroxy-3-nitrophenyl)acetamide

(2-Hydroxy-3-nitro-phenylazo)-acetoacetanilid

picramic acid