34642-42-7

Basic information

• Product Name: trifluoromethanesulfinic acid
• Synonyms: methanesulfinic acid, 1,1,1-trifluoro-
• CAS NO: 34642-42-7
• Molecular Formula: CHF₃O₂S
• Molecular Weight: 134.0776
• Mol File: 34642-42-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 222.8°C at 760 mmHg
• Flash Point: 88.5°C
• Density: 1.958g/cm³
• Vapor Pressure: 0.0369mmHg at 25°C
• Refractive Index: 1.425
• CAS DataBase Reference: trifluoromethanesulfinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: trifluoromethanesulfinic acid(34642-42-7)
• EPA Substance Registry System: trifluoromethanesulfinic acid(34642-42-7)

Safety Data

• Hazardous Substances Data: 34642-42-7(Hazardous Substances Data)

Usage

General Description

Trifluoromethanesulfinic acid is a chemical compound with the formula CF3SO2H, and it is commonly used as a reagent in organic synthesis. It is a strong acid that is typically found as a colorless liquid and is highly corrosive. Trifluoromethanesulfinic acid is known for its ability to act as a powerful oxidizing agent, and is often used in the production of pharmaceuticals, agricultural chemicals, and other specialty chemicals. It is also used in certain industrial processes, as well as in research laboratories for various applications. However, care must be taken when handling trifluoromethanesulfinic acid due to its hazardous nature and potential health risks.

Upstream product

• 64-17-5 ethanol 
• 35896-45-8 Benzyl Trifluoromethanesulfinate 
• 130774-56-0 p-Methylbenzyl Trifluoromethanesulfinate 
• 130774-55-9 p-Chlorobenzyl Trifluoromethanesulfinate 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 2712-93-8 dichlorofluoromethanesulphenyl chloride 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 123-54-6 acetylacetone 
• 105-53-3 diethyl malonate 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 2923-16-2 potassium trifluoroacetate 
• 41804-89-1 potassium triflinate 
• 67-56-1 methanol 
• 75-63-8 Bromotrifluoromethane 

Downstream Products

• 2926-29-6 Langlois reagent 
• 75-46-7 trifluoromethan 
• 51735-76-3 CF₃S(O)OSn(CH₃)3 
• 41804-89-1 potassium triflinate 
• 30957-43-8 Trifluormethylsulfinsaeureethylester 
• 120068-37-3 fipronil 
• 51735-75-2 trimethylsilyl trifluoromethanesulfonate 

Relevant articles and documents

Fluoroalkylation of thiophenols with Freons using conjugated electron transfer mediator systems composed of methylviologen-SO2 and I2-SO2

Methylviologen-sulfur dioxide and iodine (iodide)-sulfur dioxide have been shown to mediate electron transfer from thiophenols to Freons and perform the fluoroalkylation of thiophenols under mild conditions.

METHOD FOR PREPARING TRIFLUOROMETHANESULPHINIC ACID

The present invention relates to a method for preparing a highly pure trifluoromethanesulphinic acid. The method of the invention for preparing a highly pure trifluoromethanesulphinic acid, starting from an aqueous mixture comprising a trifluoromethanesulphinic acid salt, a trifluoroacetic acid salt and saline impurities resulting from the method for preparing same, is characterized in that said mixture is subjected to the following operations:- acidification such that the trifluoroacetic acid salt and the triflinic acid salt are released in an acid form,- separation of the trifluoroacetic acid and trifluoromethanesulphinic acid by distillation enabling the trifluoroacetic acid to be recovered at the top of the distillation and the trifluoromethanesulphinic acid to be recovered at the bottom of the distillation,- separation by distillation of the trifluoromethanesulphinic acid present in the distillation residue previously obtained.

THE SYNTHESIS, SOLVOLYSIS AND REARRANGEMENT OF BENZYL TRIFLUOROMETHANESULFINATES

The synthesis and reactivity of benzyl trifluoromethanesulfinates have been investigated.These esters are easily and almost quantitatively obtained by selective oxidation of the corresponding sulfenates.A study of their behavior has revealed some unique features.In sharp contrast to benzyl arenesulfinates, which undergo ethanolysis with complete sulfur-oxygen bond fission, the corresponding trifluoromethanesulfinates undergo ethanolysis with exclusive carbon-oxygen bond fission, and with a rate enhancement by a factor of 6 powers of ten.The unusual high reactivity of these esters, comparable to that of the corresponding tosylates, is discussed.A kinetic study of the solvent and substituents effects on the rate of solvolysis has been performed.Also in contrast with benzyl arenesulfinates, these esters undergo facile rearrangement to sulfone on heating in polar nonhydroxylic solvents such as acetonitrile, in high yields.The mechanisms of solvolysis and rearrangement are discussed.