127820-38-6

Basic information

• Product Name: TRI-P-TOLYLSULFONIUM TRIFLATE
• Synonyms: TRIS(4-METHYLPHENYL)SULFONIUM TRIFLUOROMETHANESULFONATE;TRI-P-TOLYLSULFONIUM TRIFLATE;TRI-P-TOLYLSULFONIUM TRIFLUOROMETHANESULFONATE;Tris(4-methylphenyl)sulfonium;Tris(4-methylphenyl)sulfonium Trifluoromethanesulfonate Tri-p-tolylsulfonium Triflate;Tri-p-tolylsulfonium Trifluoromethanesulfonate
• CAS NO: 127820-38-6
• Molecular Formula: CF₃O₃S*C₂₁H₂₁S
• Molecular Weight: 454.53
• Product Categories: Functional Materials;Iodonium Sulfonium & Oxonium Compounds;Photopolymerization Initiators;Sulfonium Compounds
• Mol File: 127820-38-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 106 °C
• Appearance: /
• Solubility: soluble in Ethanol
• CAS DataBase Reference: TRI-P-TOLYLSULFONIUM TRIFLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRI-P-TOLYLSULFONIUM TRIFLATE(127820-38-6)
• EPA Substance Registry System: TRI-P-TOLYLSULFONIUM TRIFLATE(127820-38-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 127820-38-6(Hazardous Substances Data)

Usage

General Description

TRI-P-TOLYLSULFONIUM TRIFLATE is a chemical compound that consists of a tritolylsulfonium cation and a trifluoromethanesulfonate anion. It is commonly used as a reagent in organic synthesis and as a phase-transfer catalyst in various chemical reactions. TRI-P-TOLYLSULFONIUM TRIFLATE is known for its ability to promote reactions such as nucleophilic substitution, deprotection, and desilylation. It is also used in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Furthermore, it is a strong and stable solid, making it a popular choice for reactions that require harsh conditions.

InChI:InChI=1/C21H21S.CHF3O3S/c1-16-4-10-19(11-5-16)22(20-12-6-17(2)7-13-20)21-14-8-18(3)9-15-21;2-1(3,4)8(5,6)7/h4-15H,1-3H3;(H,5,6,7)/q+1;/p-1

Upstream product

• 620-94-0 di-(p-tolyl)sulfane 
• 123726-16-9 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 

Downstream Products

• 24785-38-4 1-methoxy-4-[2-(4-methylphenyl)ethynyl]benzene 
• 131168-61-1 6-chloro-3-(p-tolyl)-4H-chromen-4-one 
• 1017080-47-5 6-fluoro-3-(p-tolyl)-4H-chromen-4-one 
• 1017080-36-2 6-methyl-3-(p-tolyl)-4H-chromen-4-one 
• 1706-12-3 4-phenoxytoluene 
• 88382-63-2 1-(2,2-diphenylethyl)-4-methylbenzene 

Relevant articles and documents

Sonogashira reaction using arylsulfonium salts as cross-coupling partners

Triarylsulfonium, alkyl- and fluoroalkyl(diaryl)-sulfonium, and aryl(dialkyl)sulfonium triflates are successfully used as a new family of cross-coupling participants in the Sonogashira reaction as aryldiazonium, diaryliodonium, and tetraphenylphosphonium salts. It was found that terminal alkynes reacted mildly with triarylsulfonium or (2,2,2-trifluoroethyl)diphenylsulfonium triflate at room temperature under Pdand Cu-cocatalysis to give the corresponding arylalkynes in up to >99% yield. This protocol represents the first use of arylsulfonium salts as cross-coupling partners in the Pd/Cu-catalyzed Sonogashira reaction.