2-(Trifluoromethyl)benzonitrile

Base Information

• Chemical Name: 2-(Trifluoromethyl)benzonitrile
• CAS No.: 447-60-9
• Molecular Formula: C8H4F3N
• Molecular Weight: 171.122
• Hs Code.: 29269090
• European Community (EC) Number: 207-184-3
• NSC Number: 88312
• UNII: S2CA842543
• DSSTox Substance ID: DTXSID3022031
• Nikkaji Number: J196.146B
• Wikidata: Q27288486
• Mol file: 447-60-9.mol

Synonyms:2-(Trifluoromethyl)benzonitrile;447-60-9;2-Cyanobenzotrifluoride;o-Trifluoromethylbenzonitrile;2-Trifluoromethylbenzonitrile;a,a,a-trifluoro-o-tolunitrile;alpha,alpha,alpha-Trifluoro-o-tolunitrile;Benzonitrile, 2-(trifluoromethyl)-;Benzonitrile, (trifluoromethyl)-;EINECS 207-184-3;alpha,alpha,alpha-Trifluoro-2-toluonitrile;UNII-S2CA842543;2-(Trifluoromethyl)-benzonitrile;.alpha.,.alpha.,.alpha.-Trifluoro-o-tolunitrile;NSC-88312;S2CA842543;NSC88312;MFCD00001791;2-trifluoromethyl-benzonitrile;2-trifluoromethylbenzo-nitrile;SCHEMBL103847;6-(trifluoromethyl)benzonitrile;DTXSID3022031;CK2143;NSC 88312;2-(Trifluoromethyl)benzonitrile, 98%;AKOS001435058;O-(TRIFLUOROMETHYL)CYANOBENZENE;AC-4110;CS-W017661;PS-8693;J196.146B;LS-184876;o-Tolunitrile, alpha,alpha,alpha-trifluoro-;A7104;AM20060076;FT-0608960;EN300-16523;W-106177;Q27288486;Z55992947;O-TOLUNITRILE, .ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-

Chemical Property of 2-(Trifluoromethyl)benzonitrile

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.256mmHg at 25°C
• Melting Point: 7.5 °C(lit.)
• Refractive Index: n20/D 1.4632(lit.)
• Boiling Point: 205 °C at 760 mmHg
• Flash Point: 90 °C
• PSA: 23.79000
• Density: 1.29 g/cm³
• LogP: 2.57708
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Lachrymatory
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 171.02958362
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-52/53-20/21/22
• Safety Statements: 61-36-24/25

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)C(F)(F)F
• Uses: 2-(Trifluoromethyl)benzonitrile was used in the synthesis of symmetrical N,N′-alkylidine bisamides.

Technology Process of 2-(Trifluoromethyl)benzonitrile

There total 51 articles about 2-(Trifluoromethyl)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: 97.1%

sodium cyanide (773837-37-9) + 1-fluoro-2-trifluoromethylbenzene (392-85-8) → 2-(trifluoromethyl)benzonitrile (447-60-9)

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 6h;

Reference yield: 94.1%

potassium cyanide + 1-fluoro-2-trifluoromethylbenzene (392-85-8) → 2-(trifluoromethyl)benzonitrile (447-60-9)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 5h;

Reference yield: 92.5%

bis(trifluoromethanesulfonyl)amide (82113-65-3) + benzonitrile (100-47-0) → 2-(trifluoromethyl)benzonitrile (447-60-9)

Guidance literature:

bis(trifluoromethanesulfonyl)amide; benzonitrile; With methyl benzotriazole silver; potassium tert-butylate; In dimethyl sulfoxide; acetonitrile; at 20 - 30 ℃; for 0.5h; Darkness;

With dibenzo-18-crown-6; In dimethyl sulfoxide; acetonitrile; at 70 ℃; for 5h; Reagent/catalyst; Darkness;

upstream raw materials:

2-trichloromethyl-benzonitrile

ethanedinitrile

α,α,α-trifluorotoluene

para-methoxynitrobenzene

Downstream raw materials:

o-Trifluormethylbenzoacetodinitril

N-(tert-butyl)-2-(trifluoromethyl)benzamide

3-(2-trifluoromethylphenyl)-5-chloromethyl-1,2,4-oxadiazole

Refernces

• 1、 Cai, Mingzhong,Huang, Bin,Liu, Rong,Xu, Caifeng. "Recyclable and Reusable Pd(OAc)2/XPhos–SO3Na/PEG-400/H2O System for Cyanation of Aryl Chlorides with Potassium Ferrocyanide". . . Retrieved 2021/12/03.
• 2、 De Jesus Silva, Jordan,Bartalucci, Niccolò,Jelier, Benson,Grosslight, Samantha,Gensch, Tobias,Schünemann, Claas,Müller, Bernd,Kamer, Paul C. J.,Copéret, Christophe,Sigman, Matthew S.,Togni, Antonio. "Development and Molecular Understanding of a Pd-Catalyzed Cyanation of Aryl Boronic Acids Enabled by High-Throughput Experimentation and Data Analysis". . . Retrieved 2021/11/10.