4-Fluoro-2-trifluoromethylbenzonitrile

Base Information

• Chemical Name: 4-Fluoro-2-trifluoromethylbenzonitrile
• CAS No.: 194853-86-6
• Molecular Formula: C8H3F4N
• Molecular Weight: 189.112
• Hs Code.: 29269090
• Mol file: 194853-86-6.mol

Synonyms:2-Trifluoromethyl-4-fluorobenzonitrile;4-Fluoro-2-(trifluoromethyl)benzonitrile;

Chemical Property of 4-Fluoro-2-trifluoromethylbenzonitrile

Chemical Property:

• Appearance/Colour: white or off white crystalline
• Vapor Pressure: 0.269mmHg at 25°C
• Melting Point: 43-45 °C
• Refractive Index: 1.443
• Boiling Point: 204.1 °C at 760 mmHg
• Flash Point: 98.4 °C
• PSA: 23.79000
• Density: 1.37 g/cm³
• LogP: 2.71618
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Insoluble in water. Solubility in methanol is almost transparent.

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-2-(trifluoromethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T,Xn
• Hazard Codes: T,Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-45-36-36/37-23-9

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is used as a pharmaceutical intermediate. It is also used for the synthesis of diphenylthioethers.

Technology Process of 4-Fluoro-2-trifluoromethylbenzonitrile

There total 2 articles about 4-Fluoro-2-trifluoromethylbenzonitrile 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: 96.0%

[(4-chlorophenyl)thio]pentafluorobenzene (16495-77-5) + C15H7F3N2O → 1-[(4-chlorophenyl)thio]-4-[(4-cyanophenyl)oxy]-2,3,5,6-tetrafluorobenzene + 4-fluoro-2-(trifluoromethyl)benzonitrile (194853-86-6)

Guidance literature:

With bis[1,2-bis(diphenylphosphino)benzene]hydriderhodium(I); In chlorobenzene; for 3h; Inert atmosphere; Reflux;

DOI:10.1039/c6cc05400e

Reference yield:

4-fluorobenzonitrile (1194-02-1,143234-87-1) + trifluoroacetic acid (76-05-1) → 4-Fluoro-3-(trifluoromethyl)benzonitrile (67515-59-7) + 4-fluoro-2-(trifluoromethyl)benzonitrile (194853-86-6)

Guidance literature:

With dipotassium peroxodisulfate; sulfuric acid; sodium carbonate; silver carbonate; In dichloromethane; at 120 ℃; for 10h; Schlenk technique; Sealed tube;

DOI:10.1021/ol503189j

Reference yield: 100.0%

D-allo-threonine (24830-94-2,134357-96-3,7013-32-3,82822-12-6) + 4-fluoro-2-(trifluoromethyl)benzonitrile (194853-86-6) → (2R,3R)-2-(4-cyano-3-(trifluoromethyl)phenylamino)-3-hydroxybutanoic acid (1182368-21-3)

Guidance literature:

D-allo-threonine; 4-fluoro-2-(trifluoromethyl)benzonitrile; With potassium carbonate; In dimethyl sulfoxide; at 20 - 75 ℃;

With citric acid; In water;

upstream raw materials:

4-fluorobenzonitrile

trifluoroacetic acid

[(4-chlorophenyl)thio]pentafluorobenzene

Downstream raw materials:

4-(4-chloro-2-methyl-quinolin-7-ylmethoxy)-2-trifluoromethyl-benzonitrile

4-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methylacrylamide

4-(piperazin-1-yl)-2-(trifluoromethyl)benzonitrile

Refernces

• 1、 Shi, Guangfa,Shao, Changdong,Pan, Shulei,Yu, Jingxun,Zhang, Yanghui. "Silver-Catalyzed C-H Trifluoromethylation of Arenes Using Trifluoroacetic Acid as the Trifluoromethylating Reagent". supporting information. p. 38 - 41. Retrieved 2015/07/28.