4-(4-Fluorophenyl)benzonitrile

Base Information

• Chemical Name: 4-(4-Fluorophenyl)benzonitrile
• CAS No.: 10540-31-5
• Molecular Formula: C13H8FN
• Molecular Weight: 197.212
• Hs Code.: 2926909090
• European Community (EC) Number: 625-166-7
• DSSTox Substance ID: DTXSID40362659
• Nikkaji Number: J1.753.829B
• Wikidata: Q72475729
• Mol file: 10540-31-5.mol

Synonyms:4-(4-Fluorophenyl)benzonitrile;10540-31-5;4'-Fluoro-[1,1'-biphenyl]-4-carbonitrile;4'-fluorobiphenyl-4-carbonitrile;4-cyano-4'-fluorobiphenyl;C13H8FN;4-fluoro-4-biphenylcarbonitrile;4-Fluoro-4'-cyanobiphenyl;SCHEMBL7929151;DTXSID40362659;MFCD05981088;AKOS002683425;4-(4-Fluorophenyl)benzonitrile, 97%;BS-25747;4'-fluoro[1,1'-biphenyl]-4-carbonitrile;BB 0222995;CS-0110654;FT-0652213;A22284;D97521;J-001414

Chemical Property of 4-(4-Fluorophenyl)benzonitrile

Chemical Property:

• Vapor Pressure: 0.000175mmHg at 25°C
• Melting Point: 112-116 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 329.632 °C at 760 mmHg
• Flash Point: 166.064 °C
• PSA: 23.79000
• Density: 1.195 g/cm³
• LogP: 3.36438
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 197.064077422
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

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

4-(4-fluorophenyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,N
• Statements: 37/38-41-50/53
• Safety Statements: 26-39-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C2=CC=C(C=C2)F

Technology Process of 4-(4-Fluorophenyl)benzonitrile

There total 47 articles about 4-(4-Fluorophenyl)benzonitrile 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: 99.0%

4-bromobenzenecarbonitrile (623-00-7) + 4-fluoroboronic acid (1765-93-1) → 4-cyano-4'-fluorobiphenyl (10540-31-5)

Guidance literature:

With potassium carbonate; palladium dichloride; In ethanol; water; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2011.09.115

Reference yield: 98.0%

4-Cyanochlorobenzene (623-03-0) + 4-flourophenylmagnesium bromide (352-13-6) → 4-cyano-4'-fluorobiphenyl (10540-31-5)

Guidance literature:

4-Cyanochlorobenzene; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; toluene; Inert atmosphere; Sealed tube;

4-flourophenylmagnesium bromide; In tetrahydrofuran; toluene; at 20 ℃; for 1.5h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b02631

Reference yield: 96.0%

4-bromobenzenecarbonitrile (623-00-7) + potassim 4-fluorophenyltrifluoroborate → 4-cyano-4'-fluorobiphenyl (10540-31-5)

Guidance literature:

With palladium diacetate; potassium carbonate; In methanol; for 2h; Heating;

DOI:10.1021/jo0342368

upstream raw materials:

4-fluorobenzenediazonium tetrafluoroborate

benzonitrile

4-fluoro-4'-iodo-1,1'-biphenyl

copper(I) cyanide

Downstream raw materials:

(4'-fluoro-[1,1'-biphenyl]-4-yl)methanamine

4-fluoro-biphenyl

Refernces

• 1、 Chen, Liangshun,Lang, Hongyue,Fang, Lei,Yu, Jianjun,Wang, Limin. "Nickel-Catalyzed Desulfitative Suzuki-Miyaura Cross-Coupling of N,N-Disulfonylmethylamines and Arylboronic Acids". . p. 6385 - 6389. Retrieved 2014.
• 2、 Thunga, Sanjeeva,Poshala, Soumya,Anugu, Naveenkumar,Konakanchi, Ramaiah,Vanaparthi, Satheesh,Kokatla, Hari Prasad. "An efficient Pd(II)-(2-aminonicotinaldehyde) complex as complementary catalyst for the Suzuki-Miyaura coupling in water". . p. 2046 - 2048. Retrieved 2019.
• 3、 Qiu, Jun,Wang, Limin,Liu, Mingtao,Shen, Qiang,Tang, Jun. "An efficient and simple protocol for a PdCl2-ligandless and additive-free Suzuki coupling reaction of aryl bromides". . p. 6489 - 6491. Retrieved 2011.
• 4、 Dong, Yahao,Wu, Xiaotian,Chen, Xiaofeng,Wei, Yuping. "N-Methylimidazole functionalized carboxymethycellulose-supported Pd catalyst and its applications in Suzuki cross-coupling reaction". . p. 106 - 114. Retrieved 2017.
• 5、 Wang, Xiaoxia,Hu, Peibo,Xue, Fengjun,Wei, Yuping. "Cellulose-supported N-heterocyclic carbene-palladium catalyst: Synthesis and its applications in the Suzuki cross-coupling reaction". . p. 476 - 483. Retrieved 2014.
• 6、 Wang, Ying,Sauer, Daryl R.. "Use of polymer-supported Pd reagents for rapid and efficient Suzuki reactions using microwave heating". . p. 2793 - 2796. Retrieved 2004.
• 7、 Ghaleshahi, Hajar Golshahi,Antonacci, Giuseppe,Madsen, Robert. "Manganese-Catalyzed Aerobic Heterocoupling of Aryl Grignard Reagents". . p. 1331 - 1336. Retrieved 2017.
• 8、 Liu, Chun,Li, Xinmin,Wang, Xinnan,Qiu, Jieshan. "Palladium-catalyzed ligand-free and efficient Suzuki-Miyaura reaction of N-methyliminodiacetic acid boronates in water". . p. 1208 - 1215. Retrieved 2015.
• 9、 Ghaderi, Arash,Kambe, Nobuaki,Le, Liyuan,Lu, Hao,Qiu, Renhua,Tang, Ting,Tong, Zhou,Wong, Wai-Yeung,Xu, Zhi,Yin, Shuang-Feng,Zeng, Dishu,Zhang, Dejiang,Zhang, Zhao. "Nickel- and Palladium-Catalyzed Cross-Coupling of Stibines with Organic Halides: Site-Selective Sequential Reactions with Polyhalogenated Arenes". . p. 854 - 867. Retrieved 2022/01/19.