2-Amino-4-nitrophenol

Base Information

• Chemical Name: 2-Amino-4-nitrophenol
• CAS No.: 99-57-0
• Molecular Formula: C6H6N2O3
• Molecular Weight: 156.141
• Hs Code.: Oral rat LD50: 2400 mg/kg
• European Community (EC) Number: 202-767-9
• NSC Number: 4664
• UN Number: 2811
• UNII: G501UCI6T9
• DSSTox Substance ID: DTXSID6020062
• Nikkaji Number: J3.994B
• Wikidata: Q27155912
• ChEMBL ID: CHEMBL316992
• Mol file: 99-57-0.mol

Synonyms:2-amino-4-nitrophenol;2-amino-p-nitrophenol

Chemical Property of 2-Amino-4-nitrophenol

Chemical Property:

• Appearance/Colour: ochre crystalline powder
• Vapor Pressure: 6.17E-06mmHg at 25°C
• Melting Point: 140-143 °C(lit.)
• Refractive Index: 1.688
• Boiling Point: 368.1 °C at 760 mmHg
• PKA: 6.82±0.22(Predicted)
• Flash Point: 176.4 °C
• PSA: 92.07000
• Density: 1.511 g/cm³
• LogP: 1.98700
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 154.03784206
• Heavy Atom Count: 11
• Complexity: 156
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-68-43-40-20/21/22
• Safety Statements: 26-45-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])N)O
• Uses: An aromatic constituent found in hair dyes and other cosmetic products with very low levels of mutagenic activity. 2-Amino-4-nitrophenol is used in preparing some mordant dyes and in some hair dyes.

Technology Process of 2-Amino-4-nitrophenol

There total 33 articles about 2-Amino-4-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: 98.6%

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

Guidance literature:

2-amino-phenol; With sulfuric acid; In 1,2-dichloro-ethane; for 3h; Inert atmosphere;

With sulfuric acid; nitric acid; In 1,2-dichloro-ethane; at 40 - 80 ℃; for 5h; Temperature; Time; Inert atmosphere;

Reference yield: 97.1%

sodium 2,4-dinitrophenoxide (1011-73-0) → 2-hydroxy-5-nitroaniline (99-57-0)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; at 70 ℃; for 2h; under 4500.45 Torr; Temperature; Pressure; Time; Autoclave;

Reference yield: 95.0%

C6H7BN2O4 (1604034-83-4) → 2-hydroxy-5-nitroaniline (99-57-0)

Guidance literature:

With iron(III) oxide; oxygen; In tetrahydrofuran; at 20 ℃; Irradiation;

DOI:10.1016/j.tetlet.2013.12.003

upstream raw materials:

2-methyl-1,3-benzoxazole

2,4-Dinitrophenol

3-nitrophenyl azide

6-fluoro-3-nitroaniline

Downstream raw materials:

(2-hydroxy-5-nitro-phenyl)-carbamic acid ethyl ester

benzoic acid-(2-hydroxy-5-nitro-anilide)

carbamoylsulfanyl-acetic acid-(2-hydroxy-5-nitro-anilide)

4-Nitro-2-phenylazo-phenol

Refernces

• 1、 -. "Preparation method of 2-amino-4-nitrophenol". Paragraph 0037-0079. . Retrieved 2021/05/29.
• 2、 Hu, Zenan,Ai, Yongjian,Liu, Lei,Zhou, Junjie,Zhang, Gang,Liu, Hongqi,Liu, Xiangyu,Liu, Zhibo,Hu, Jianshe,Sun, Hong-bin,Liang, Qionglin. "Hydroxyl Assisted Rhodium Catalyst Supported on Goethite Nanoflower for Chemoselective Catalytic Transfer Hydrogenation of Fully Converted Nitrostyrenes". supporting information. p. 3146 - 3154. Retrieved 2019/05/10.