4-(Trifluoromethylsulfonyl)benzonitrile

Base Information

• Chemical Name: 4-(Trifluoromethylsulfonyl)benzonitrile
• CAS No.: 312-21-0
• Molecular Formula: C8H4 F3 N O2 S
• Molecular Weight: 235.186
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40380671
• Nikkaji Number: J3.163.966B
• Wikidata: Q82171060
• Mol file: 312-21-0.mol

Synonyms:312-21-0;4-(trifluoromethylsulfonyl)benzonitrile;4-(Trifluoromethanesulfonyl)benzonitrile;4-((Trifluoromethyl)sulfonyl)benzonitrile;4-[(trifluoromethyl)sulfonyl]benzonitrile;MFCD01631631;4-trifluoromethanesulfonylbenzonitrile;4-trifluoromethanesulphonylbenzonitrile;4-[(trifluoromethyl)sulfonyl] benzonitrile;4-(TRIFLUOROMETHANESULPHONYL)BENZONITRILE;SCHEMBL2325842;DTXSID40380671;BBL102378;STL556180;4-trifluoromethanesulfonyl-benzonitrile;AKOS005254829;4-(Trifluoromethylsulphonyl)benzonitrile;AS-33164;CS-0079868;FT-0616950;4-(trifluoromethylsulfonyl)benzenecarbonitrile;4-(Trifluoromethylsulfonyl)benzonitrile, 97+%;A820759

Chemical Property of 4-(Trifluoromethylsulfonyl)benzonitrile

Chemical Property:

• Vapor Pressure: 1.78mmHg at 25°C
• Melting Point: 89-94°C
• Boiling Point: 322.4°Cat760mmHg
• Flash Point: 148.8°C
• PSA: 66.31000
• Density: 1.54g/cm³
• LogP: 2.93258
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 234.99148403
• Heavy Atom Count: 15
• Complexity: 365

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(Trifluoromethylsulfonyl)benzonitrile

There total 8 articles about 4-(Trifluoromethylsulfonyl)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: 98.0%

4-[(trifluoromethyl)sulphanyl]benzenecarbonitrile (332-26-3) → 4-[(trifluoromethyl)sulfonyl] benzonitrile (312-21-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 12h; Ambient temperature;

DOI:10.1016/S0040-4039(00)73291-6

Reference yield: 90.0%

Langlois reagent (2926-29-6) + 4-Aminobenzonitrile (873-74-5) → 4-[(trifluoromethyl)sulfonyl] benzonitrile (312-21-0)

Guidance literature:

4-Aminobenzonitrile; With tetrafluoroboric acid; tert.-butylnitrite; In ethanol; at 0 - 20 ℃;

Langlois reagent; With copper(I) oxide; In dimethyl sulfoxide; at 20 ℃; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.5b01295

Reference yield: 88.0%

Togni's reagent II (887144-94-7) + sodium 4-cyanobenzenesulfinate (15898-42-7) → 4-[(trifluoromethyl)sulfonyl] benzonitrile (312-21-0)

Guidance literature:

With 1,10-Phenanthroline; tetrabutyl ammonium fluoride; copper(II) trifluoroacetate; In dimethyl sulfoxide; at 130 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2013.01.041

upstream raw materials:

4-[(trifluoromethyl)sulphanyl]benzenecarbonitrile

Togni's reagent II

sodium 4-cyanobenzenesulfinate

Langlois reagent

Downstream raw materials:

4-((trifluoromethyl)sulfonyl)benzoic acid

4-trifluoromethanesulfonyl-benzoic acid amide

(4-((trifluoromethyl)sulfonyl)phenyl)methanamine

4-morpholinobenzonitrile

Refernces

• 1、 -. "Method for constructing fluorine-containing methyl sulfone compound through multi-component coupling". Paragraph 0171-0174. . Retrieved 2021/10/27.
• 2、 -. "A method of manufacturing a benzene derivative (trifluoromethylsulfonyl)". Paragraph 0073; 0074. . Retrieved 2016/10/08.