78164-31-5

Basic information

• Product Name: 3,4-DIMETHYLBENZOTRIFLUORIDE
• Synonyms: 3,4-DIMETHYLBENZOTRIFLUORIDE;3,4-Dimethylbenzotrifluoride 97%;3,4-Dimethylbenzotrifluoride97%;1,2-diMethyl-4-(trifluoroMethyl)benzene
• CAS NO: 78164-31-5
• Molecular Formula: C₉H₉F₃
• Molecular Weight: 174.16
• Mol File: 78164-31-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 70°C 10mm
• Flash Point: 70°C/10mm
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 3mmHg at 25°C
• Refractive Index: 1.442
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• BRN: 6270005
• CAS DataBase Reference: 3,4-DIMETHYLBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIMETHYLBENZOTRIFLUORIDE(78164-31-5)
• EPA Substance Registry System: 3,4-DIMETHYLBENZOTRIFLUORIDE(78164-31-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 78164-31-5(Hazardous Substances Data)

Usage

Uses

3,4-Dimethylbenzotrifluoride could be a useful reagent for the preparation of bromodomain targeting degronimers for target protein degradation.

InChI:InChI=1/C9H9F3/c1-6-3-4-8(5-7(6)2)9(10,11)12/h3-5H,1-2H3

Upstream product

• 56-23-5 tetrachloromethane 
• 95-47-6 o-xylene 
• 401797-00-0 2-(3,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 619-04-5 3,4-dimethylbenzoic acid 
• 93683-27-3 perfluoro-2,4-dimethyl-3-ethylpent-3-yl radical 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 31599-61-8 3,4-dimethyliodobenzene 
• 583-71-1 4-bromo-o-xylene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 86845-29-6 1,3-dimethyl-5-trifluoromethylbenzene 
• 41818-96-6 1,3-dimethyl-2-(trifluoromethyl)benzene 
• 71740-88-0 1,2-dimethyl-4-trifluoromethyl-cyclohexadiene-(1,4) 

Downstream Products

• 20036-05-9 4-trifluoromethylphthalamide 
• 1483-45-0 4-trifluoromethylphthalodinitrile 
• 1997-41-7 5-trifluoromethylphthalimide 
• 26238-14-2 5-trifluoromethylbenzofuran-1,3-dione 
• 41818-96-6 1,3-dimethyl-2-(trifluoromethyl)benzene 
• 80245-28-9 1,2-dimethyl-3-(trifluoromethyl)benzene 
• 86845-29-6 1,3-dimethyl-5-trifluoromethylbenzene 
• 835-58-5 4-(trifluoromethyl)phthalic acid 

Relevant articles and documents

Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex

While several trifluoromethylation reactions involving the electrochemical generation of CF3 radicals via anodic oxidation have been reported, the alternative cathodic, reductive radical generation has remained elusive. Herein, the first cathodic trifluoromethylation of arenes and heteroarenes is reported. The method is based on the electrochemical reduction of an unstable triflyltriethylammonium complex generated in situ from inexpensive triflyl chloride and triethylamine, which produces CF3 radicals that are trapped by the arenes on the cathode surface.

Trifluoromethylation of Arylsilanes with [(phen)CuCF3]

A method for the trifluoromethylation of arylsilanes is reported. The reaction proceeds with [(phen)CuCF3] as the CF3source under mild, oxidative conditions with high functional-group compatibility. This transformation complements prior trifluoromethylation of arenes in several ways. Most important, this method converts arylsilanes formed by the silylation of aryl C?H bonds to trifluoromethylarenes, thereby allowing the conversion of arenes to trifluoromethylarenes. The unique capabilities of the reported method are demonstrated by the conversion of a C?H bond into a C?CF3bond in active pharmaceutical ingredients which do not undergo this overall transformation by alternative functionalization processes, including a combination of borylation and trifluoromethylation.

A general strategy for the perfluoroalkylation of arenes and arylbromides by using arylboronate esters and [(phen)CuRF]

A versatile method for the synthesis of aryl perfluoroalkanes from arenes and aryl bromides is described. Substituted arenes or aryl bromides are converted in situ to an aryl boronate ester that readily undergoes perfluoroalkylation in air with [(phen)CuRF]. A broad range of aryl bromide substrates were perfluoroalkylated in good yield for the first time. [(phen)CuCF3] is now commercially available and has been prepared on 20g scale. Copyright