2926-29-6

Usage

Uses

Used in Organic Synthesis:
Sodium trifluoromethanesulfinate is used as a trifluoromethylation agent for the synthesis of various aryls, aryl boronic acids, alkenes, and alkynes. Its application reason is to introduce the trifluoromethyl group into these compounds, which can enhance their chemical properties and reactivity.
Used in Pharmaceutical Industry:
Sodium trifluoromethanesulfinate is used as a building block and fluorination reagent for the development of new pharmaceutical compounds. Its application reason is to facilitate the synthesis of complex molecules with improved biological activity and selectivity.
Used in Copper-Catalyzed Synthesis:
Sodium trifluoromethanesulfinate is used as a key component in a new and convenient method for the copper-catalyzed construction of functional sulfonamides. Its application reason is to achieve good yields and excellent chemoselectivity in the synthesis process.

InChI:InChI=1/CHF3O2S.Na/c2-1(3,4)7(5)6;/h(H,5,6);/q;+1/p-1

Upstream product

• 75-63-8 Bromotrifluoromethane 
• 81325-99-7 Trifluormethansulfinsaeure-Azid 
• 75-72-9 chlorotrifluoromethane 
• 2712-93-8 dichlorofluoromethanesulphenyl chloride 
• 34642-42-7 trifluoromethanesulfinic acid 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 155201-03-9 ethyl 3-(trifluoromethanesulfonyl)propionate 
• 52208-98-7 [1-(trifluoromethylsulfonyl)ethane-1,2-diyl]dibenzene 

Downstream Products

• 107264-00-6 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate 
• 107264-08-4 N-Fluoro-2,6-bis(methoxycarbonyl)pyridinium triflate 
• 407-16-9 4-chlorophenyl trifluoromethyl sulfide 
• 18904-34-2 4-chloro-2-(trifluoromethyl)benzenethiol 
• 6476-52-4 cyclohexyl(trifluoromethyl)sulfane 
• 1493-13-6 trifluorormethanesulfonic acid 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 2926-30-9 sodium triflate 
• 115933-50-1 methyl 4-hydroxy-3-(trifluoromethyl)benzoate 
• 456-56-4 phenyl trifluoromethylsulfide 
• 24279-39-8 2,6-dichloro-4-(trifluoromethyl)aniline 
• 6656-72-0 2,6-dichloro-3-trifluoromethyl aniline 
• 106877-42-3 1,3-dimethoxy-4-(trifluoromethyl)benzene 
• 106877-43-4 1,3-di-methoxy-2-(trifluoromethyl)benzene 

Relevant academic research and scientific papers

Construction of Sulfonyl Phthalides via Copper-Catalyzed Oxysulfonylation of 2-Vinylbenzoic Acids with Sodium Sulfinates

Copper-catalyzed difunctionalization of 2-vinylbenzoic acids with sodium sulfinates to construct substituted lactones has been realized. This protocol employs inexpensive CuCl2 as the catalyst, di-tert-butyl peroxide or O2 as the terminal oxidant, and readily available sodium sulfinates as sulfonylation reagents. High functional group tolerance and excellent yields were demonstrated by the efficient preparation of a wide range of γ-sulfonylated phthalides.

PROCESS FOR THE PREPARATION OF FIPRONIL AND ANALOGUES THEREOF

The present invention relates to a new and efficient process for preparing 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-IH-pyrazole-3-carbonitrile (hereinafter referred to as compound of formula I), which is useful as an intermediate for the antiparasitic agent fipronil, and a process for preparing 5-amino-3-cyano-l-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethyl sulfinylpyrazole (hereinafter referred to as compound of formula II or fipronil). In one aspect, there is provided a process for preparing fipronil comprising: a) a step of reacting CF3S(=O)ONa with the compound of formula (III) in the presence of a reducing/halogenating agent; and b) a step of oxidizing the compound of formula (I) obtained in step a) in the presence of a selective oxidizing agent, under suitable conditions, wherein the selective oxidizing agent selectively effects oxidation of (I) to the corresponding sulfoxide, Fipronil. In certain exemplary embodiments, the selective oxidizing agent is MHSO5, wherein M is an alkaline metal cation.

A new preparation of trifluoromethanesulfinate salts

Trifluoromethanesulfinate (triflinate) salts can be prepared in an ecofriendly way by β-elimination of aliphatic triflones bearing an acidic hydrogen in β position. This technique allows the synthesis of various triflinate salts under mild conditions.

Practical and efficient synthesis of perfluoroalkyl iodides from perfluoroalkyl chlorides via modified sulfinatodehalogenation

A novel two-step one pot synthesis of perfluoroalkyl iodides (α,ω-diiodoperfluoroalkanes) from perfluoroalkyl chlorides (α-chloro-ω-iodoperfluoroalkanes) has been developed by initial conversion to the corresponding sodium perfluoroalkanesulfinates with sodium dithionite and then subsequent oxidation by iodine.

Process for producing perfluoroalkanesulfinate

The invention relates to a process for producing an alkali metal salt of a perfluoroalkanesulfinic acid. This process includes the step of bringing a perfluoroalkanesulfonic fluoride into contact with an alkali metal salt of sulfurous acid in the presence of water. This process is useful, since this perfluoroalkanesulfonic fluoride (e.g., trifluoromethanesulfonic fluoride) is easily available.

ELECTROCHEMICAL SYNTHESIS OF TRIFLUOROMETHANE SULFINIC ACID SALT FROM CF3Br AND SO2

The electroreduction of a mixture of SO2 and CF3Br in DMF, in an undivided cell with a soluble anode (Mg or Zn) lead to salt of trifluoromethane sulfinic acid in high yield.

Triflic acid: synthesis from bromotrifluoromethane

A chemical method for the preparation of trifluoromethanesulfonic acid is described.A metal selected from zinc, aluminium, manganese and cadmium is mixed with dimethylformamide and sulfur dioxide.Then, trifluoromethyl bromide is introduced under pressure in this mixture.The trifluoromethyl sulfinate is isolated as sodium salt.Oxidation by hydrogen peroxide followed by hydrolysis leads to trifluoromethanesulfonic acid.

Trifluormethansulfinsaeure-Azid und Trifluormethan-Schwefeloxidnitrid - Synthese und chemische Eigenschaften

The synthesis of a perfluoroalkyl derivative of sulfanuric acid was attempted via the thermal decomposition of a) F3CSO2NPCl3 to yield OPCl3 as a byproduct, b) F3CSON3 to give the desired product by splitting off elemental nitrogen.However F3CSO2NPCl3 unexpectedly is stable up to 500 deg, when it looses mainly the F3C-group.Trifluoromethane sulfinic acidazide, F3CSON3, which we synthesised from the acid chloride and NaN3 at -40 deg starts to decompose as expected around -10 deg forming as the primary intermediate F3CSON, which can be formulated containing a S-N triple bond, and which proved to be extremely reactive.This trifluoromethan-sulfur oxide nitride oligomerizes spontaneously, or in presence of suitable compounds can be captured to yield various new compounds.With acetonitril a dithiatriazin is formed, with F3CSON3 an explosive sulfonimidoyl-azide, with trimethylsilyl azide, N-trimethylsilyl-trifluoromethan-sulfonimidoyl chloride.F3CSOCl yields an N-substituted sulfonimidoyl chloride in two diastereomeric forms.