158884-40-3

Basic information

• Product Name: Benzene, 1-methyl-2-(2,2,2-trifluoroethyl)-
• Synonyms: o-tolylboronic acid;1-Methyl-2-(2,2,2-trifluoro-ethyl)-benzene
• CAS NO: 158884-40-3
• Molecular Formula: C9H9F3
• Molecular Weight: 174.16300
• Mol File: 158884-40-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methyl-2-(2,2,2-trifluoroethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methyl-2-(2,2,2-trifluoroethyl)-(158884-40-3)
• EPA Substance Registry System: Benzene, 1-methyl-2-(2,2,2-trifluoroethyl)-(158884-40-3)

Safety Data

• Hazardous Substances Data: 158884-40-3(Hazardous Substances Data)

Upstream product

• 644-36-0 o-methylphenylacetic acid 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 16419-60-6 2-Methylphenylboronic acid 
• 95-47-6 o-xylene 
• 1680206-12-5 Grushin’s reagent 
• 341-39-9 2-methyl-α,α,α-trifluoroacetophenone 
• 438-24-4 2,2,2-trifluoro-1-(2'-methylphenyl)ethanol 
• 75-63-8 Bromotrifluoromethane 
• 89-92-9 2-methylbenzyl bromide 
• 158884-43-6 2-(2,2,2-Trifluoroethyl)benzaldehyde tosylhydrazone 
• 158884-39-0 2,2,2-trifluoro-1-[2-(methyl)phenyl]ethyl 4-methylbenzenesulfonate 
• 158884-11-8 <2-(2,2,2-Trifluoroethyl)phenyl>diazomethane 

Downstream Products

• 158884-41-4 1-(Bromomethyl)-2-(2,2,2-trifluoroethyl)benzene 
• 158884-43-6 2-(2,2,2-Trifluoroethyl)benzaldehyde tosylhydrazone 
• 158884-12-9 C₉H₆⁽²⁾HF₃N₂ 
• 158884-11-8 <2-(2,2,2-Trifluoroethyl)phenyl>diazomethane 
• 158884-42-5 2-(2,2,2-Trifluoroethyl)benzaldehyde 

Relevant articles and documents

Copper-Mediated Trifluoromethylation of Benzylic Csp3?H Bonds

Trifluoromethyl-containing compounds play a significant role in medicinal chemistry, materials and fine chemistry. Although direct C?H trifluoromethylation has been achieved on Csp2?H bonds, direct conversion of Csp3?H bonds to Csp3?CF3 remains challenging. We report herein an efficient protocol for the selective trifluoromethylation of benzylic C?H bonds. This process is mediated by a combination CuIII?CF3 species and persulfate salts. A wide range of methylarenes can be selectively trifluoromethylated at the benzylic positions. A combination of experimental and theoretical mechanistic studies suggests that the reaction involves a radical intermediate and a CuIII?CF3 species as the CF3 transfer reagent.

Switchable 2,2,2-trifluoroethylation and gem-difluorovinylation of organoboronic acids with 2,2,2-trifluorodiazoethane

The transition-metal-free 2,2,2-trifluoroethylation and gem-difluorovinylation of arylboronic acids were developed. By employing different reaction conditions, these transformations provide both (2,2,2-trifluoroethyl)arenes and gem-difluorovinylarenes fro

Intramolecular Reactivity of Arylcarbenes: Derivatives of o-Tolylcarbene

Various CH2X groups have been attached to the ortho position of phenylcarbene.If 2'- or 3'-C-H bonds are present, as in 23 (X = Me), 71 (X = CMe3), and 58 (X = SiMe3), C-H insertion leading to five- or six-membered rings predominates in the gas phase and competes with intermolecular reactions in solution.The formation of benzocyclobutenes via insertion into 1'-C-H bonds is a very minor reaction path of 23 and 71.In contrast, 58 produces substantial amounts of the benzocyclobutene 59 by way of C-Si insertion, particularly in the gas phase.Insertion into the Si-Me bonds of 58 also occurs while the C-F bonds of 37 (X = CF3) and 50 (X = F) are inert.In the gas phase, 37 and 50 give mainly benzocyclobutenes whereas intermolecular reactions prevail in solution.The effects of sensitization and of solvent polarity suggest that benzocyclobutenes arise from singlet arylcarbenes.The amount of carbene-carbene rearrangement decreases in the order 7 (X = H) > 37 (X = CF3) > 23 (X = Me); no rearrangement was observed with 50 (X = F), 58 (X = SiMe3), and 71 (X = CMe3).