4-Fluorobenzonitrile

Base Information

• Chemical Name: 4-Fluorobenzonitrile
• CAS No.: 1194-02-1
• Molecular Formula: C7H4FN
• Molecular Weight: 121.114
• Hs Code.: 2926.90
• European Community (EC) Number: 214-784-9
• NSC Number: 88330
• UNII: 4VJG35CQV3
• DSSTox Substance ID: DTXSID6061600
• Nikkaji Number: J124D
• Wikidata: Q70381706
• ChEMBL ID: CHEMBL3248213
• Mol file: 1194-02-1.mol

Synonyms:4-Fluorobenzonitrile;1194-02-1;p-Fluorobenzonitrile;Benzonitrile, 4-fluoro-;p-Cyanofluorobenzene;4-CYANOFLUOROBENZENE;BENZONITRILE, p-FLUORO-;143234-87-1;MFCD00001812;4-fluorocyanobenzene;4-fluoro-benzonitrile;EINECS 214-784-9;NSC 88330;4VJG35CQV3;NSC-88330;4-fluorobenzenecarbonitrile;4-FLUOROBENZONITRIL;4fluorobenzonitrile;4-fluorobenznitrile;4-luorobenzonitrile;4-Fluorobenzonitile;NSC88330;4-cyano fluorobenzene;4-fluoro benzonitrile;4-fluorobenzo-nitrile;para-fluorobenzonitrile;1-fluoro-4-cyanobenzene;Benzonitrilo, 4-fluoro-;4-monofluorobenzene nitrile;UNII-4VJG35CQV3;4-Fluorobenzonitrile, 99%;NCIOpen2_001282;SCHEMBL39936;CHEMBL3248213;DTXSID6061600;CHEBI:194793;CS-D1694;STK802611;4-FLUORO-BENZOIC ACID-NITRILE;AKOS000121499;PS-9223;LS-38714;AM20020271;F0221;FT-0618512;FT-0654688;EN300-16533;J-004121;F0001-0320

Chemical Property of 4-Fluorobenzonitrile

Chemical Property:

• Appearance/Colour: clear to white semi solid
• Vapor Pressure: 0.564mmHg at 25°C
• Melting Point: 32-34 ºC
• Refractive Index: 1.511
• Boiling Point: 189.6 ºC at 760 mmHg
• Flash Point: 65.6 ºC
• PSA: 23.79000
• Density: 1.15 g/cm³
• LogP: 1.69738
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 121.032777294
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorobenzonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)F
• Uses: 4-Fluorobenzonitrile is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists. 4-Fluorobenzonitrile is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.

Technology Process of 4-Fluorobenzonitrile

There total 189 articles about 4-Fluorobenzonitrile 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: 67.0%

4-bromobenzenecarbonitrile (623-00-7) → 4-fluorobenzonitrile (1194-02-1,143234-87-1) + benzonitrile (100-47-0)

Guidance literature:

4-bromobenzenecarbonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -28 ℃; Flow reactor;

With 2-fluoro-3,3-dimethyl-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide; In tetrahydrofuran; hexane; at -28 ℃; Reagent/catalyst; Flow reactor;

DOI:10.1002/asia.201201191

Reference yield: 58.0%

2,3-di-(p-fluorophenyl)-oxirane (382642-97-9) → 4-fluorobenzonitrile (1194-02-1,143234-87-1) + 4-fluorobenzaldehyde (459-57-4)

Guidance literature:

With sodium azide; copper(II) choride dihydrate; oxygen; In N,N-dimethyl-formamide; at 100 ℃; for 10h; Schlenk technique; Sealed tube;

DOI:10.1039/c5cc00360a

Reference yield: 44.0%

para-fluorobenzylamine (140-75-0) → 4-fluorobenzonitrile (1194-02-1,143234-87-1) + 4-fluorobenzaldehyde (459-57-4)

Guidance literature:

With iodine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 65 ℃; for 1.5h;

DOI:10.1055/s-2008-1067123

upstream raw materials:

(E)-4-fluorobenzaldehyde oxime

acetic anhydride

N,N,N,N,N,N-hexamethylphosphoric triamide

4-Cyanochlorobenzene

Downstream raw materials:

para-fluorobenzylamine

4-(1-Ethyl-1-methyl-pentadecyloxy)-benzoic acid

4-Cyclododecyloxy-benzoic acid

N-(4-cyanophenyl)-4-hydroxypiperidine

Refernces

• 1、 Yoshida, Yasuo,Kimura, Yoshizaku,Tomoi, Masao. "POLYMER-SUPPORTED AMINOPYRIDINIUM SALTS AS VERSATILE CATALYSTS FOR THE SYNTHESIS OF ARYL FLUORIDES". . p. 7199 - 7202. Retrieved 1989.
• 2、 Glaser, Felix,Kerzig, Christoph,Wenger, Oliver S.. "Sensitization-initiated electron transferviaupconversion: mechanism and photocatalytic applications". . p. 9922 - 9933. Retrieved 2021.
• 3、 Ye, Yingda,Schimler, Sydonie D.,Hanley, Patrick S.,Sanford, Melanie S.. "Cu(OTf)2-mediated fluorination of aryltrifluoroborates with potassium fluoride". . p. 16292 - 16295. Retrieved 2013.
• 4、 Angelini, G.,Speranza, M.,Wolf, A. P.,Shiue, C.-Y.. "NUCLEOPHILIC AROMATIC SUBSTITUTION OF ACTIVATED CATIONIC GROUPS BY 18F-LABELED FLUORIDE. A USEFUL ROUTE TO NO-CARRIER-ADDED (NCA) 18F-LABELED ARYL FLUORIDES". . p. 177 - 192. Retrieved 1985.
• 5、 Tamura, Masanori,Shibakami, Motonari,Sekiya, Akira. "Deaminative Fluorination of Anilines with Silicon Tetrafluoride: Utility of Silicon Tetrafluoride as a Fluorine Source". . p. 725 - 727. Retrieved 1998.
• 6、 Aruldhas,Venkateswareu. "-". . p. 77,78, 79, 81. Retrieved 1963.
• 7、 Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi. "Nitrile Synthesis via Desulfonylative-Smiles Rearrangement". . p. 4460 - 4467. Retrieved 2022/03/15.
• 8、 Hui, Yu,Luo, Qingsong,Qin, Yucai,Song, Lijuan,Wang, Hai,Wang, Liang,Xiao, Feng-Shou. "Product selectivity controlled by manganese oxide crystals in catalytic ammoxidation". . p. 2164 - 2172. Retrieved 2021/09/20.