3-Fluorobenzonitrile

Base Information

• Chemical Name: 3-Fluorobenzonitrile
• CAS No.: 403-54-3
• Molecular Formula: C7H4FN
• Molecular Weight: 121.114
• Hs Code.: 29269090
• European Community (EC) Number: 206-963-5
• NSC Number: 88310
• UNII: 92WAP6RV75
• DSSTox Substance ID: DTXSID0059954
• Nikkaji Number: J208.519D
• Wikidata: Q72479173
• Mol file: 403-54-3.mol

Synonyms:3-Fluorobenzonitrile;403-54-3;m-Fluorobenzonitrile;Benzonitrile, 3-fluoro-;m-Cyanofluorobenzene;Benzonitrile, m-fluoro-;MFCD00001797;3-fluoro-Benzonitrile;92WAP6RV75;EINECS 206-963-5;NSC 88310;NSC-88310;NSC88310;3-flourobenzonitrile;5-fluorobenzonitrile;3-fluoro benzonitrile;fluorobenzenecarbonitrile;3-Fluorobenzonitrile, 98%;NCIOpen2_001525;UNII-92WAP6RV75;SCHEMBL38165;DTXSID0059954;BCP30984;CK2127;STL169024;3-FLUORO-BENZOIC ACID-NITRILE;AKOS001079365;AC-2760;CS-W013568;PS-9224;1-Cyano-3-fluorobenzene;AM20060055;F0219;FT-0615720;EN300-09449;W-106358;Z56346951;F9995-1504

Chemical Property of 3-Fluorobenzonitrile

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.000903mmHg at 25°C
• Melting Point: -16 °C
• Refractive Index: n20/D 1.5043(lit.)
• Boiling Point: 179.1 °C at 760 mmHg
• Flash Point: 67.8 °C
• PSA: 23.79000
• Density: 1.15 g/cm³
• LogP: 1.69738
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 121.032777294
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

3-Fluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T, Xi
• Hazard Codes: Xn,T,Xi
• Statements: 22-37/38-41-36/37/38-20/21/22
• Safety Statements: 26-39-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)C#N
• Uses: 3-Fluorobenzonitrile has been used in the preparation of bis(3-cyanophenoxy)phenylenes.

Technology Process of 3-Fluorobenzonitrile

There total 54 articles about 3-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: 92.0%

1-Fluoro-3-iodobenzene (1121-86-4) + potassium ferrocyanide → m-Fluorobenzonitrile (403-54-3)

Guidance literature:

With mesoporous silica SBA-15 supported Cu₂O nanoparticles; In N,N-dimethyl-formamide; at 120 ℃; for 8h; Green chemistry;

DOI:10.1039/c4ra05203j

Reference yield: 91.0%

2-(dimethylamino)malononitrile (19555-13-6) + 1-Fluoro-3-iodobenzene (1121-86-4) → m-Fluorobenzonitrile (403-54-3)

Guidance literature:

With copper(II) orthophosphate; In N,N-dimethyl-formamide; at 120 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tetlet.2020.152749

Reference yield: 83.0%

3-Fluorobenzaldehyde (456-48-4) → m-Fluorobenzonitrile (403-54-3) + 3-fluorobenzamide (455-37-8)

Guidance literature:

With [Ru(η⁶-C₆Me₆)Cl₂(tris(dimethylamino)phosphine)]; hydroxylamine hydrochloride; sodium hydrogencarbonate; In water; at 100 ℃; for 7h; Reagent/catalyst; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/c3ra23195j

upstream raw materials:

meta-fluoroaniline

fluorobenzene

ethanedinitrile

3-chloro-benzonitrile

Downstream raw materials:

3-indol-1-yl-benzonitrile

3-fluorobenzenecarboximidic acid methyl ester hydrochloride

3-(2,3-dihydro-1H-indol-1-yl)benzonitrile

1-(3-fluorophenyl)-2-phenylethan-1-one

Refernces

• 1、 Liu, Si-Zhan,Li, Jing,Xue, Cao-Gen,Xu, Xue-Tao,Lei, Lin-Sheng,Huo, Chen-Yu,Wang, Zhen,Wang, Shao-Hua. "Copper-promoted cyanation of aryl iodides with N,N-dimethyl aminomalononitrile". supporting information. . Retrieved 2021/02/01.
• 2、 Wang, Shengyu,Wang, Jianqiang,Pan, Junyi,Liu, Cheng,Gong, Xubin,Guo, Cheng. "Pd@CeO2-catalyzed cyanation of aryl iodides with K4Fe(CN)6·3H2O under visible light irradiation". . . Retrieved 2021/01/12.