86364-02-5

Basic information

• Product Name: Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester
• Synonyms: 2,6-dimethylphenyl trifluoromethanesulphonate;2,6-dimethylphenyl trifluoromethanesulfonate;2,5-dimethylphenyl triflate;Methanesulfonic acid,trifluoro-,2,6-dimethylphenyl ester;2,6-dimethylphenyl triflate;2,6-dimethylphenyltrifluoromethylsulfonate
• CAS NO: 86364-02-5
• Molecular Formula: C9H9F3O3S
• Molecular Weight: 254.23
• Mol File: 86364-02-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester(86364-02-5)
• EPA Substance Registry System: Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester(86364-02-5)

Safety Data

• Hazardous Substances Data: 86364-02-5(Hazardous Substances Data)

Upstream product

• 108-48-5 2,6-dimethylpyridine 
• 576-26-1 2.6-dimethylphenol 
• 1493-13-6 trifluorormethanesulfonic acid 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 100379-00-8 2,6-dimethylbenzene boronic acid 
• 2926-30-9 sodium triflate 
• 17763-80-3 para-nitrophenyl triflate 

Downstream Products

• 441003-36-7 1-(2,6-dimethylphenyl)-3-methyl-1-butyn-3-ol 
• 325141-72-8 2-(2,6-bismethylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 
• 1123-56-4 2,6-dimethylbenzaldehyde 
• 1139-60-2 2,6-dimethylbenzophenone 
• 14411-75-7 2-isopropyl-1,3-dimethylbenzene 
• 17059-45-9 1,3-dimethyl-2-propylbenzene 
• 632-46-2 2,6-dimethylbenzoic acid 
• 1425783-63-6 2-phenoxyethyl (2,6-dimethylphenyl)carbamate 
• 118604-67-4 S-2,6-dimethyl-N-(2-methoxy-1-methylethyl)-aniline 
• 441003-43-6 (3E)-2-methyl-4-(2,6-dimethylphenyl)-3-buten-2-ol 
• 441003-37-8 (3Z)-2-methyl-4-(2,6-dimethylphenyl)-3-buten-2-ol 
• 349667-94-3 (3E)-2-methoxy-2-methyl-4-(2,6-dimethylphenyl)-3-butene 
• 267644-39-3 (3Z)-2-methoxy-2-methyl-4-(2,6-dimethylphenyl)-3-butene 
• 267644-38-2 (3Z)-2-methyl-4-(2,6-dimethylphenyl)-2-triethylsiloxy-3-butene 

Relevant articles and documents

Palladium-Catalyzed Reductive Carbonylation of (Hetero) Aryl Halides and Triflates Using Cobalt Carbonyl as CO Source

An efficient protocol for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas-free conditions using Pd/Co2(CO)8 and triethylsilane has been developed. The mild reaction conditions, enhanced chemoselectivity and, easy access to heterocyclic and vinyl carboxaldehydes highlights its importance in organic synthesis.

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.

Palladium nanoparticles: Chemoselective control for reductive Heck with aryl triflates and 2,3-dihydrofuran

The reductive-Heck reaction offers a unique entry to formal Csp2-Csp3 cross-coupling reactions that proceed in the absence of a main group organometallic coupling partner. Consequently, further development of new variants would be transformative. Unfortunately, controlling the relative rates of the organopalladium intermediates has proven difficult with homogenous, single-site Pd catalysts. This work describes a selective reductive Heck reaction catalyzed by Pd-nanoparticles. The reaction works well with electron-deficient aryl triflates at room temperature in the absence of ligands. This work addresses some of the challenges found in the reductive-Heck literature.