3-Nitrophenol

Base Information

• Chemical Name: 3-Nitrophenol
• CAS No.: 554-84-7
• Molecular Formula: C6H5NO3
• Molecular Weight: 139.111
• Hs Code.: 29089000
• European Community (EC) Number: 209-073-5
• NSC Number: 1551
• UN Number: 1663
• UNII: T6P4T52V9W
• DSSTox Substance ID: DTXSID2025765
• Nikkaji Number: J2.655G
• Wikidata: Q3598793
• Metabolomics Workbench ID: 54968
• ChEMBL ID: CHEMBL13888
• Mol file: 554-84-7.mol

Synonyms:3-nitrophenol;m-nitrophenol

Chemical Property of 3-Nitrophenol

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 0.00266mmHg at 25°C
• Melting Point: 89-95 °C
• Refractive Index: 1.612
• Boiling Point: 277.6 °C at 760 mmHg
• PKA: 8.28(at 25℃)
• Flash Point: 126.9 °C
• PSA: 66.05000
• Density: 1.49 g/cm³
• LogP: 1.82360
• Storage Temp.: Store at +5°C to +30°C.
• Solubility.: 13.5g/l insoluble
• Water Solubility.: 13.5 g/L (25 ºC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 139.026943022
• Heavy Atom Count: 10
• Complexity: 131
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

3-Nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-38-41-36/37/38-33-20/21/22
• Safety Statements: 26-36/37-45-36/37/39-22-28

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: C1=CC(=CC(=C1)O)[N+](=O)[O-]
• Uses: 3-Nitrophenol is a chemical reagent used in various organic syntheses. Used in the synthesis of RAGE inhibitors via the etherification of phenols. Also used in the synthesis of kinase inhibitors again st epidermal growth factor receptor T790M mutation. As indicator in 0.3% solution in 50% alcohol. pH: 6.8 colorless, 8.6 yellow. 3-Nitrophenol is a chemical reagent used in various organic syntheses. Used in the synthesis of RAGE inhibitors via the etherification of phenols. Also used in the synthesis of kinase inhibitors against epidermal growth factor receptor T790M mutation.

Technology Process of 3-Nitrophenol

There total 247 articles about 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: 13.0%

nitrobenzene (98-95-3,26969-40-4) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + meta-nitrophenol (554-84-7) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

With Fe₂(N,N-bis(pyridin-2-ylmethyl)prop-2-yn-1-amine)₂(μ₂-Cl)₂Cl₂; dihydrogen peroxide; In acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/j.ica.2016.02.005

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-bromo-phenol (106-41-2) + 3-Bromophenol (591-20-8) + 2-hydroxybromobenzene (95-56-7) + meta-nitrophenol (554-84-7) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

With sodium persulfate; water; oxygen; nitrobenzene; at 25 ℃; for 240h; Product distribution; Mechanism; other temp.: 80 degC, other time: 1 h; without O₂; without PhNO₂;

DOI:10.1021/jo00168a014

Reference yield:

nitrobenzene (98-95-3,26969-40-4) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 3-monochlorophenol (108-43-0) + 2-monochlorophenol (95-57-8) + meta-nitrophenol (554-84-7) + 4-chloro-phenol (106-48-9,82344-39-6) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

With sodium persulfate; water; oxygen; chlorobenzene; at 25 ℃; for 240h; Product distribution; other temp.: 80 degC, other time: 1 h; without O₂;

DOI:10.1021/jo00168a014

upstream raw materials:

methanol

2-(3-nitro-phenoxy)-propionic acid-(3-nitro-phenyl ester)

3-nitrobenzenediazonium

3-Nitrochlorobenzene

Downstream raw materials:

3-nitrophenyl chloroformate

carbonic acid bis-(3-nitro-phenyl ester)

3-(3-nitrophenoxy)propionic acid

2-chloromethyl-3-nitro-phenol

Refernces

• 1、 Lundqvist, Martin,Nygren, Patrik,Jonsson, Bengt-Harald,Broo, Klas. "Induction of structure and function in a designed peptide upon adsorption on a silica nanoparticle". . p. 8169 - 8173. Retrieved 2006.
• 2、 Castro, Enrique A.,Galvez, Angelique,Leandro, Leonardo,Santos, Jose G.. "Kinetic and mechanistic investigation of the aminolysis of 3-methoxyphenyl 3-nitrophenyl thionocarbonate, 3-chlorophenyl 3-nitrophenyl thionocarbonate, and bis(3-nitrophenyl) thionocarbonate". . p. 4309 - 4315. Retrieved 2002.
• 3、 Bachmann,Rottschaefer. "-". . . Retrieved .
• 4、 Upadhyay, Rahul,Singh, Deepak,Maurya, Sushil K.. "Highly efficient heterogeneous V2O5@TiO2 catalyzed the rapid transformation of boronic acids to phenols". supporting information. p. 3925 - 3931. Retrieved 2021/08/24.
• 5、 -. "Pyroptosis drug prodrug, preparation method thereof and pyroptosis drug". Paragraph 0064. . Retrieved 2021/06/13.