4-Cyano-2'-nitrobiphenyl

Base Information

• Chemical Name: 4-Cyano-2'-nitrobiphenyl
• CAS No.: 75898-34-9
• Molecular Formula: C₁₃H₈N₂O₂
• Molecular Weight: 224.219
• Hs Code.: 2926909090
• European Community (EC) Number: 679-636-1
• DSSTox Substance ID: DTXSID50474414
• Nikkaji Number: J382.969C
• Wikidata: Q82304420
• Mol file: 75898-34-9.mol

Synonyms:75898-34-9;4-Cyano-2'-nitrodiphenyl;4-Cyano-2'-nitrobiphenyl;4-(2-nitrophenyl)benzonitrile;2'-nitro-[1,1'-biphenyl]-4-carbonitrile;2'-Nitrobiphenyl-4-carbonitrile;nitro 4'cyanobiphenyl;SCHEMBL6981433;DTXSID50474414;LZUDBRIMDISCJM-UHFFFAOYSA-N;MFCD00191622;CS-0359345;T71313

Chemical Property of 4-Cyano-2'-nitrobiphenyl

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 148 °C
• Refractive Index: 1.641
• Boiling Point: 395.361 °C at 760 mmHg
• Flash Point: 192.908 °C
• PSA: 69.61000
• Density: 1.304 g/cm³
• LogP: 3.65668
• Solubility.: slightly sol. in Tetrahydrofuran
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 224.058577502
• Heavy Atom Count: 17
• Complexity: 320

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyano-2''-nitrodiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)C#N)[N+](=O)[O-]

Technology Process of 4-Cyano-2'-nitrobiphenyl

There total 13 articles about 4-Cyano-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: 96.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) + 4-bromobenzenecarbonitrile (623-00-7) → 2'-nitro-[1,1'-biphenyl]-4-carbonitrile (75898-34-9)

Guidance literature:

ortho-nitrobenzoic acid; With copper(II) carbonate; In various solvent(s); at 120 ℃; for 0.5h;

4-bromobenzenecarbonitrile; With potassium fluoride; palladium acetylacetonate; iso-propyldiphenylphoshine; In various solvent(s); at 120 ℃; for 24h; Further stages.;

DOI:10.1021/ja068993+

Reference yield: 96.0%

4-Cyanochlorobenzene (623-03-0) + ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 2'-nitro-[1,1'-biphenyl]-4-carbonitrile (75898-34-9)

Guidance literature:

ortho-nitrobenzoic acid; With potassium carbonate; In various solvent(s); at 120 ℃; for 0.5h;

4-Cyanochlorobenzene; With 1,10-Phenanthroline; copper(l) iodide; In various solvent(s); at 160 ℃; for 24h; Further stages.;

DOI:10.1021/ja068993+

Reference yield: 91.0%

2-nitrophenyl bromide (577-19-5) + 4-cyanophenylboronic acid (126747-14-6) → 2'-nitro-[1,1'-biphenyl]-4-carbonitrile (75898-34-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1002/anie.201309973

upstream raw materials:

4-cyano-1,1'-biphenyl

4-bromobenzenecarbonitrile

2-nitrophenylboronic acid

ortho-nitrobenzoic acid

Downstream raw materials:

2'-amino-[1,1'-biphenyl]-4-carbonitrile

9H-carbazole-2-carbonitrile

Refernces

• 1、 Qu, Zhonghua,Chen, Xing,Zhong, Shuai,Deng, Guo-Jun,Huang, Huawen. "NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes". supporting information. p. 5349 - 5353. Retrieved 2021/07/21.
• 2、 Lai, Mei-Jung,Lee, Hsueh-Yun,Chuang, Hsun-Yueh,Chang, Li-Hsun,Tsai, An-Chi,Chen, Mei-Chuan,Huang, Han-Lin,Wu, Yi-Wen,Teng, Che-Ming,Pan, Shiow-Lin,Liu, Yi-Min,Mehndiratta, Samir,Liou, Jing-Ping. "N-Sulfonyl-aminobiaryls as Antitubulin Agents and Inhibitors of Signal Transducers and Activators of Transcription 3 (STAT3) Signaling". . p. 6549 - 6558. Retrieved 2015/09/07.