146397-87-7

Basic information

• Product Name: Methanesulfonic acid,1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester
• Synonyms: Methanesulfonicacid, trifluoro-, 4-(trifluoromethyl)phenyl ester (9CI); 4-(Trifluoromethyl)phenyltriflate; 4-(Trifluoromethyl)phenyl trifluoromethanesulfonate;p-(Trifluoromethyl)phenyl triflate
• CAS NO: 146397-87-7
• Molecular Formula: C₈H₄F₆O₃S
• Molecular Weight: 294.171
• Mol File: 146397-87-7.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 246.9°Cat760mmHg
• Flash Point: 103.1°C
• Appearance: /
• Density: 1.595g/cm³
• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: 1.427
• CAS DataBase Reference: Methanesulfonic acid,1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid,1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester(146397-87-7)
• EPA Substance Registry System: Methanesulfonic acid,1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester(146397-87-7)

Safety Data

• Hazard Codes: Xi:
• Hazardous Substances Data: 146397-87-7(Hazardous Substances Data)

Usage

Uses

p-(Trifluoromethyl)phenyl Triflate is used as a reactant in the design of PHOX ligands, used in the synthesis of pharmaceutical agents requiring single enantiomers. Particularly used in asymmetric Heck reaction.

InChI:InChI=1/C8H4F6O3S/c9-7(10,11)5-1-3-6(4-2-5)17-18(15,16)8(12,13)14/h1-4H

Upstream product

• 402-45-9 4-hydroxybenzotrifluoride 
• 1493-13-6 trifluorormethanesulfonic acid 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 2926-30-9 sodium triflate 
• 540-38-5 p-Iodophenol 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 109586-39-2 4-iodophenyl trifluoromethanesulfonate 
• 358-23-6 trifluoromethylsulfonic anhydride 

Downstream Products

• 1127562-66-6 C₁₁H₈F₃NOS 
• 825-83-2 4-trifluoromethylbenzenethiol 
• 74975-88-5 4'-(trifluoromethyl)-2,3,4,5-tetrahydro-1,1'-biphenyl 
• 331754-75-7 (S)-2-[p-(trifluoromethyl)phenyl]-2,5-dihydrofuran 
• 205108-18-5 (E)-1-(buta-1,3-dien-1-yl)-4-(trifluoromethyl)benzene 
• 13406-28-5 <4-(trifluoromethyl)phenyl>diphenylphosphine 
• 25771-21-5 N,N-dimethyl 4-(trifluoromethyl)benzamide 
• 61062-55-3 2-phenyl-1-(4-(trifluoromethyl)phenyl)ethan-1-one 
• 98-08-8 α,α,α-trifluorotoluene 
• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 402-45-9 4-hydroxybenzotrifluoride 

Relevant articles and documents

On the preparation of ortho-trifluoromethyl phenyl triflate

In contrast to an earlier report advocating a copper-mediated trifluoromethylation of ortho-iodophenyl triflate, ortho-trifluoromethyl phenyl triflate may be prepared simply by reacting the corresponding phenol with triflic anhydride in the presence of a

Bismuth-Catalyzed Oxidative Coupling of Arylboronic Acids with Triflate and Nonaflate Salts

Herein we present a Bi-catalyzed cross-coupling of arylboronic acids with perfluoroalkyl sulfonate salts based on a Bi(III)/Bi(V) redox cycle. An electron-deficient sulfone ligand proved to be key for the successful implementation of this protocol, which allows the unusual construction of C(sp2)-O bonds using commercially available NaOTf and KONf as coupling partners. Preliminary mechanistic studies as well as theoretical investigations reveal the intermediacy of a highly electrophilic Bi(V) species, which rapidly eliminates phenyl triflate.

Solvent-free ruthenium-catalysed triflate coupling as a convenient method for selective azole-o-C-H monoarylation

Metal-catalysed ortho-directed C-H functionalization usually faces selectivity issues in the competition between mono- and disubstitution processes. We report herein the ruthenium-catalysed N-directed C-H monoarylation of arylpyrazoles with a selectivity