40906-82-9

Basic information

• Product Name: [bis[(trifluoromethyl)sulphonyl]methyl]benzene
• Synonyms: [bis[(trifluoromethyl)sulphonyl]methyl]benzene;[Bis[(trifluoromethyl)sulfonyl]methyl]benzene;Phenylbis(trifluoromethylsulfonyl)methane
• CAS NO: 40906-82-9
• Molecular Formula: C₉H₆F₆O₄S₂
• Molecular Weight: 356.2619592
• EINECS: 255-136-5
• Mol File: 40906-82-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 101-103°C
• Boiling Point: 412.7°C at 760 mmHg
• Flash Point: 203.4°C
• Appearance: /
• Density: 1.662g/cm³
• Vapor Pressure: 1.22E-06mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: [bis[(trifluoromethyl)sulphonyl]methyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [bis[(trifluoromethyl)sulphonyl]methyl]benzene(40906-82-9)
• EPA Substance Registry System: [bis[(trifluoromethyl)sulphonyl]methyl]benzene(40906-82-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 40906-82-9(Hazardous Substances Data)

Usage

Uses

Aryl bistriflylmethane can be used as a catalyst for the polymerization of epoxides. It can also be used in the protonation of organometallic species to promote a variety of processes such as reductive elimination, trimerization of alkynes, olefin isomerization, and hydroformylation reactions.

General Description

Bis(trifluoromethylsulfonyl)methylbenzene (aryl bistriflylmethane) is a strong Br?nsted acid with pKa values of 12.5 in CD3CO2D, 7.83 in CH3CN, and 2.0 in DMSO.

InChI:InChI=1/C9H6F6O4S2/c10-8(11,12)20(16,17)7(6-4-2-1-3-5-6)21(18,19)9(13,14)15/h1-5,7H

Upstream product

• 132273-36-0 phenyliodonium bis(trifluoromethylsulfonyl)methylide 
• 71-43-2 benzene 
• 62-53-3 aniline 
• 100-39-0 benzyl bromide 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 4855-02-1 benzyl trifluoromethyl sulfone 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 6921-34-2 benzylmagnesium chloride 

Downstream Products

• 98838-00-7 (P(C₆H₅)3)3Rh⁽¹⁺⁾*((C₆H₅)C(SO₂CF₃)2)^(1-)=P₃(C₆H₅)9Rh(C₆H₅)C(SO₂CF₃)2 
• 102493-44-7 C₄₉H₄₁IrNP₂⁽¹⁺⁾ 
• 101141-60-0 [((C₆H₅)3P)4Ru₂H₂(CF₃SO₂)(CO)2]⁽¹⁺⁾*[(C₆H₅)C(SO₂CF₃)2]^(1-) = [((C₆H₅)3P)4Ru₂H₂(CF₃SO₂)(CO)2](C₆H₅)C(SO₂CF₃)2 
• 138647-49-1 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 102493-46-9 IrH₂(H₂)2(P(C₆H₁₁)3)2⁽¹⁺⁾ 
• 880158-60-1 trifluoro-methanesulfonic acid 4-(tert-butoxycarbonylamino-methyl)-2-methoxy-phenyl ester 

Relevant articles and documents

Facile synthesis of aryl- and alkyl-bis(trifluoromethylsulfonyl)methanes

Various arylbis(trifluoromethylsulfonyl)methanes (1) have been synthesized by reacting the corresponding benzylic halides with sodium trifluoromethanesulfinate and then with triflic anhydride. In addition, when the aryl group of 1 is a pentafluorophenyl group, the nucleophilic para-substitution of the aryl group with alkyllithiums and sodium alkoxides occurs. This reaction is useful for the design of new Bronsted acids.

Phenyliodonium Bis(Perfluoroalkanesulphonyl) Methide; Synthesis and Reactions as a Precursor of Bis(Perfluoroalkanesulphonyl) Carbene

Photoreaction of the title compound PhI+-C(RFSO2)2 which was synthesised by the reaction of bis(perfluoroalkanesulphonyl) methane with diacetoxyiodobenzene, with alkene, methanol, bromine and benzene gave corresponding addition or insertion products, via the bis(perfluoroalkanesulphonyl) carbene, (RFSO2)C: intermediate.