438-24-4

Basic information

• Product Name: Benzenemethanol, 2-methyl-a-(trifluoromethyl)-
• CAS NO: 438-24-4
• Molecular Formula: C9H9F3O
• Molecular Weight: 190.165
• Mol File: 438-24-4.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 2-methyl-a-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 2-methyl-a-(trifluoromethyl)-(438-24-4)
• EPA Substance Registry System: Benzenemethanol, 2-methyl-a-(trifluoromethyl)-(438-24-4)

Safety Data

• Hazardous Substances Data: 438-24-4(Hazardous Substances Data)

Upstream product

• 97-72-3 2-Methylpropionic anhydride 
• 95-46-5 2-methylphenyl bromide 
• 341-39-9 2-methyl-α,α,α-trifluoroacetophenone 
• 615-37-2 ortho-methylphenyl iodide 
• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 
• 529-20-4 2-methylphenyl aldehyde 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 932-31-0 ortho-tolylmagnesium bromide 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 75-46-7 trifluoromethan 
• 75-63-8 Bromotrifluoromethane 

Downstream Products

• 1135312-19-4 2,2,2-trifluoro-1-(2'-methylphenyl)ethyl isobutyrate 
• 1135311-82-8 (S)-2,2,2-trifluoro-1-(2'-methylphenyl)ethyl isobutyrate 
• 131832-01-4 (R)-2,2,2-trifluoro-1-(2'-methylphenyl)ethanol 
• 438-24-4 (S)-2,2,2-trifluoro-1-(2'-methylphenyl)ethanol 
• 341-39-9 2-methyl-α,α,α-trifluoroacetophenone 
• 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 

Relevant articles and documents

One-Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α-Aryl-α-Trifluoromethyl Alcohols

A novel straightforward one-pot methodology for two successive turbo Grignard reagent (iPrMgCl·LiCl) reactions, was developed for a facile synthesis of α-aryl-α-trifluoromethyl alcohols, motifs of value in pharmaceutical chemistry. The method displayed broad functional group tolerance, including reducible groups. Dual roles of iPrMgCl·LiCl were exploited in the tandem reaction with commercially available iodoarenes or iodoheteroarenes and 2,2,2-trifluoroethyl trifluoroacetate. The process encompasses three successive reactions in a one-pot process: the iPrMgCl·LiCl-mediated iodine/magnesium-exchange reaction of iodoarenes or iodoheteroarenes; nucleophilic addition of various generated aryl or heteroarylmagnesium reagents to 2,2,2-trifluoroethyl trifluoroacetate; and the reduction of in-situ generated aryl trifluoromethyl ketones with iPrMgCl·LiCl, to produce the corresponding α-aryl or α-heteroaryl-α-trifluoromethyl alcohols bearing various substituents, including reducible functional groups in good to excellent yields.

Gas/Liquid-Phase Micro-Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N-Sulfinylimines

A micro-flow nucleophilic trifluoromethylation of carbonyl compounds using gaseous fluoroform was developed. This method also allows the first micro-flow transformation of N-sulfinylimines into trifluoromethyl amines with excellent diastereoselectivity. To demonstrate the synthetic utility of this micro-flow synthesis, the formal micro-flow synthesis of Efavirenz is described.

Synthesis of Perfluoroalkyl-Substituted Vinylcyclopropanes by Way of Enhanced Neighboring Group Participation

A simple, high yielding, two-step, one-pot protocol for the preparation of trifluoromethyl-substituted vinylcyclopropanes from α-CF3 homoallyl alcohols is disclosed. Destabilization of the cationic intermediate by the electron-withdrawing CF3 group greatly enhances neighboring group participation of the alkene, allowing ring closure to predominate. The reaction can be extended to the difluoromethyl and pentafluoroethyl group, enabling the preparation of a diverse array of fluoroalkyl-substituted vinylcyclopropanes. A diverse array of fluoroalkyl-substituted vinylcyclopropanes are prepared in a simple, high-yielding, two-step, one-pot protocol by means of cationic ring-closure.