2-Nitrophenol

Base Information

• Chemical Name: 2-Nitrophenol
• CAS No.: 88-75-5
• Deprecated CAS: 1773488-60-0
• Molecular Formula: C6H5NO3
• Molecular Weight: 139.111
• Hs Code.: 2908.90 Oral rat LD50: 334 mg/kg
• European Community (EC) Number: 201-857-5
• ICSC Number: 0523
• NSC Number: 1552
• UN Number: 1663
• UNII: BD148E95KD
• DSSTox Substance ID: DTXSID1021790
• Nikkaji Number: J355G
• Wikipedia: Nitrophenol
• Wikidata: Q18907378
• Metabolomics Workbench ID: 50436
• ChEMBL ID: CHEMBL14205
• Mol file: 88-75-5.mol

Synonyms:2-nitrophenol;2-nitrophenol, ammonium salt;2-nitrophenol, sodium salt;ortho-nitrophenol

Chemical Property of 2-Nitrophenol

Chemical Property:

• Appearance/Colour: yellow crystalline solid
• Vapor Pressure: 0.0987mmHg at 25°C
• Melting Point: 43-47 °C
• Boiling Point: 215.8 °C at 760 mmHg
• PKA: 7.14±0.14(Predicted)
• Flash Point: 97.1 °C
• PSA: 66.05000
• Density: 1.395 g/cm³
• LogP: 1.82360
• Water Solubility.: 2 g/L (25℃)
• XLogP3: 1.8
• 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:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn, T, F
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R33:
• Safety Statements: S36/37:; S45:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])O
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes and skin. Ingestion could cause effects on the blood. This may result in the formation of methaemoglobin.

Technology Process of 2-Nitrophenol

There total 331 articles about 2-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: 45.0%

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

Guidance literature:

With Cumene hydroperoxide; potassium tert-butylate; ammonia; In tetrahydrofuran; for 0.25h;

DOI:10.1021/jo00304a001

Reference yield: 40.0%

phenol (108-95-2,27073-41-2) → 2,4-Dinitrophenol (51-28-5) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + p-benzoquinone (106-51-4) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

With trinitratooxovanadium(V); In dichloromethane; for 0.00833333h; Further byproducts given; Ambient temperature;

DOI:10.1039/a801771i

Reference yield: 17.0%

benzene oxide (1488-25-1) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

With Nitrogen dioxide; at 25 - 30 ℃; for 3h; in the dark;

DOI:10.1248/cpb.30.4566

upstream raw materials:

piperidine

2-Nitroanisole

pyridine

tetranitromethane

Downstream raw materials:

2-(2-hydroxyethoxy)nitrobenzene

4-(2-(2-nitrophenoxy)ethyl)morpholine

4-(2-nitro-phenoxy)-pyridine

NCS₁₅₃₆₈

Refernces

• 1、 Pilipenko,Atyaksheva,Poltorak,Chukhrai. "The catalytic properties and stability of β-galactosidases from fungi". . p. 2250 - 2254. Retrieved 2008.
• 2、 Singh, Shikha,Gundampati, Ravi Kumar,Mitra, Kheyanath,Ramesh,Jagannadham, Medicherla V.,Misra, Nira,Ray, Biswajit. "Enhanced catalytic and antibacterial activities of silver nanoparticles immobilized on poly(N-vinyl pyrrolidone)-grafted graphene oxide". . p. 81994 - 82004. Retrieved 2015.
• 3、 Kailan. "-". . p. 651. Retrieved 1926.
• 4、 Pawlak-Szukalska, Anna,Wanarska, Marta,Popinigis, Arkadiusz Tomasz,Kur, Józef. "A novel cold-active β-D-galactosidase with transglycosylation activity from the Antarctic Arthrobacter sp. 32cB - Gene cloning, purification and characterization". . p. 2122 - 2133. Retrieved 2014.
• 5、 Vera, Carlos,Guerrero, Cecilia,Illanes, Andrés. "Determination of the transgalactosylation activity of Aspergillus oryzae β-galactosidase: Effect of pH, temperature, and galactose and glucose concentrations". . p. 745 - 752. Retrieved 2011.
• 6、 Ansari, Shakeel Ahmed,Husain, Qayyum. "Lactose hydrolysis by β galactosidase immobilized on concanavalin A-cellulose in batch and continuous mode". . p. 68 - 74. Retrieved 2010.
• 7、 I. Wahba, Marwa,E. Hassan, Mohamed. "Novel grafted agar disks for the covalent immobilization of β-D-galactosidase". . p. 675 - 684. Retrieved 2015.
• 8、 Schmidt,J.. "-". . p. 2917. Retrieved 1899.
• 9、 Kumari, Archana,Mitra, Kheyanath,Mondal, Sourov,Ray, Biswajit,Sen Gupta, Susanta K.,Singh, Jaydeep,Singh, Rajshree,Singh, Shikha,Vishwakarma, Sambhav. "Selective nitration of phenol to: O -nitrophenol in the presence of metal-free reduced graphene oxide at room temperature". . p. 10878 - 10884. Retrieved 2020.
• 10、 Du, Lei,Wang, Ben,Xie, Chuanxin,Yuan, Yucan. "Research on the decomposition kinetics and thermal hazards of aniline diazonium salt". . . Retrieved 2022/01/22.