2926-29-6

Basic information

• Product Name: Sodium trifluoromethanesulfinate
• Synonyms: SODIUM TRIFLUOROMETHANESULPHINATE;SODIUM TRIFLUOROMETHANESULFINATE;TRIFLUOROMETHANESULFINIC ACID SODIUM SALT;Trifluoromethanesulphinic acid, sodium salt;Methanesulfinic acid,1,1,1-trifluoro-, sodiuM salt;SodiuM Triflinate;Langlois reagent;Sodium trifluoromethylsulfinate
• CAS NO: 2926-29-6
• Molecular Formula: CF₃O₂S*Na
• Molecular Weight: 156.06
• Mol File: 2926-29-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: <325°C
• Boiling Point: 222.8 °C at 760 mmHg
• Flash Point: 88.5 °C
• Appearance: /
• Vapor Pressure: 0.0369mmHg at 25°C
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Water (Sparingly)
• BRN: 3723394
• CAS DataBase Reference: Sodium trifluoromethanesulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium trifluoromethanesulfinate(2926-29-6)
• EPA Substance Registry System: Sodium trifluoromethanesulfinate(2926-29-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• Hazardous Substances Data: 2926-29-6(Hazardous Substances Data)

Usage

Description

Sodium trifluoromethanesulfinate, also known as Sodium Triflinate, is a white to light yellow solid that serves as an efficient sulfinate salt for the trifluoromethylation of various chemical compounds, including aryls, aryl boronic acids, alkenes, and alkynes. It is a sulfur-containing building block and fluorination reagent, widely utilized in various organic synthesis processes.

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

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

Downstream Products

• 107264-08-4 N-Fluoro-2,6-bis(methoxycarbonyl)pyridinium triflate 
• 344-62-7 N-[2-(trifluoromethyl)phenyl]acetamide 
• 349-97-3 4-(trifluromethyl)acetanilide 
• 351-36-0 N-acetyl-3-trifluoromethylbenzenamine 
• 24279-39-8 2,6-dichloro-4-(trifluoromethyl)aniline 
• 6656-72-0 2,6-dichloro-3-trifluoromethyl aniline 
• 125258-42-6 phenyl trifluoromethaneselenosulfonate 
• 194222-97-4 (4-trifluoromethylphenyl)methyl trifluoromethyl sulfone 
• 129265-01-6 (3,3,3-Trifluoro-1-methoxy-propylsulfanyl)-benzene 
• 2314-97-8 iodotrifluoromethane 
• 120067-83-6 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile 

Relevant articles and documents

Reactions of Bromotrifluoromethane and Related Halides. 8. Condensations with Dithionite and Hydroxymethanesulfinate Salts

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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.

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.