2-Nitrobiphenyl

Base Information

• Chemical Name: 2-Nitrobiphenyl
• CAS No.: 86-00-0
• Molecular Formula: C12H9 N O2
• Molecular Weight: 199.209
• Hs Code.: 2904209090
• European Community (EC) Number: 201-646-8
• NSC Number: 5532
• UNII: 8R1N47E4DT
• DSSTox Substance ID: DTXSID9025746
• Nikkaji Number: J3.892J
• Wikidata: Q27270916
• ChEMBL ID: CHEMBL1391678
• Mol file: 86-00-0.mol

Synonyms:2-Nitrobiphenyl;86-00-0;2-Nitrodiphenyl;2-Nitro-1,1'-biphenyl;O-NITROBIPHENYL;1-nitro-2-phenylbenzene;o-Nitrodiphenyl;Biphenyl, 2-nitro-;2-Phenylnitrobenzene;1,1'-Biphenyl, 2-nitro-;2-NITRO-BIPHENYL;2'-Nitrobiphenyl;CCRIS 962;NSC 5532;EINECS 201-646-8;CP 368;ONB;UNII-8R1N47E4DT;2-NITRODIPHENYL-D9;AI3-02563;8R1N47E4DT;DTXSID9025746;NSC-5532;38537-53-0;mononitrobiphenyl;2-Nitrobiphneyl;o-Nitrophenyl benzene;WLN: WNR BR;SCHEMBL44392;O-NITROBIPHENYL [MI];2-Nitro-1,1'-biphenyl #;DTXCID505746;CHEMBL1391678;NSC5532;BCP19356;Tox21_200759;CX1295;MFCD00007126;AKOS015833476;LS-1851;CAS-86-00-0;NCGC00091631-01;NCGC00091631-02;NCGC00258313-01;AC-19053;AS-46652;2-Nitrobiphenyl 10 microg/mL in Cyclohexane;FT-0613189;FT-0672777;N0194;A841525;W-104071;Q27270916;dibutyl 5,5,5-trichloropentyl phosphate

Chemical Property of 2-Nitrobiphenyl

Chemical Property:

• Appearance/Colour: light yellow powder.
• Vapor Pressure: 2 mm Hg ( 140 °C)
• Melting Point: 36-38 ºC
• Refractive Index: 1.613-1.615
• Boiling Point: 325 ºC
• Flash Point: 179 ºC
• PSA: 45.82000
• Density: 1.196 g/cm ³
• LogP: 3.78500
• Water Solubility.: Insoluble
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 199.063328530
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

2-Nitrobiphenyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-40-68-22
• Safety Statements: 2-7-36-45-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2[N+](=O)[O-]
• Uses: Plasticizer for resins, cellulose acetate and nitrate, polystyrenes; fungicide for textiles; wood preservative; dye intermediate.

Technology Process of 2-Nitrobiphenyl

There total 175 articles about 2-Nitrobiphenyl 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: 55.36%

biphenyl (92-52-4,1594-86-1) → 2-nitrobiphenyl (86-00-0) + 1-phenyl-4-nitrobenzene (92-93-3)

Guidance literature:

With ammonium nitrate; trifluoroacetic anhydride; at 25 ℃; for 2h; Further byproducts given;

DOI:10.1021/jo00328a013

Reference yield: 21.0%

phenyl-azo-triphenylmethane (65864-86-0) + nitrobenzene (98-95-3,26969-40-4) → 2-nitrobiphenyl (86-00-0) + 3-nitro-1,1'-biphenyl (2113-58-8) + 1-phenyl-4-nitrobenzene (92-93-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; benzene; for 12h; Yields of byproduct given; Ambient temperature;

DOI:10.1246/bcsj.68.1707

Reference yield: 16.9%

nitrobenzene (98-95-3,26969-40-4) + N-sulphinylphenylhydrazine (17420-03-0) → 2-nitrobiphenyl (86-00-0) + 3-nitro-1,1'-biphenyl (2113-58-8) + 1-phenyl-4-nitrobenzene (92-93-3) + diphenyldisulfane (882-33-7)

Guidance literature:

at 135 ℃; for 72h; Further byproducts given;

upstream raw materials:

biphenyl

N-nitrosoacetanilide

nitrobenzene

phenyl radical

Downstream raw materials:

9H-carbazole

C₂₅H₁₇N₇O₂

1,3-di(biphenyl-2-yl)urea

methyl ((1,1’-biphenyl)-2-yl)carbamate

Refernces

• 1、 Tai, Yan Fang,Dong, Xiong Zi,Xu, Hao Shu,Shi, Chun Jie,Peng, Xin Hua. "Regioselective mononitration of biphenyl by use of stoichiometric quantities of nitrogen dioxide and molecular oxygen over rare earth cationexchanged β-Zeolite catalysts". . p. 9643 - 9653. Retrieved 2015.
• 2、 Simamura,Mizuno. "-". . p. 196. Retrieved 1957.
• 3、 Ashfaq, Muhammad,Bahadori, Mehrnaz,Behjatmanesh-Ardakani, Reza,Fallah-Mehrjardi, Mehdi,Kargar, Hadi,Moghadam, Majid,Munawar, Khurram Shahzad,Tahir, Muhammad Nawaz. "Pd(II) and Ni(II) complexes containing ONNO tetradentate Schiff base ligand: Synthesis, crystal structure, spectral characterization, theoretical studies, and use of PdL as an efficient homogeneous catalyst for Suzuki–Miyaura cross-coupling reaction". . . Retrieved 2021/12/27.
• 4、 Aabaka, Sreenath Reddy,Mao, Jincheng,Lavanya, Mallu,Venkateswarlu, Katta,Huang, Zhiyu,Mao, Jinhua,Yang, Xiaojiang,Lin, Chong. "Nanocellulose Supported PdNPs as in situ Formed Nano Catalyst for the Suzuki Coupling Reaction in Aqueous Media: A Green Approach and Waste to Wealth". supporting information. . Retrieved 2021/02/21.