130774-55-9

Basic information

• Product Name: p-Chlorobenzyl Trifluoromethanesulfinate
• Synonyms: p-Chlorobenzyl Trifluoromethanesulfinate
• CAS NO: 130774-55-9
• Molecular Weight: 258.649
• Mol File: 130774-55-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-Chlorobenzyl Trifluoromethanesulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: p-Chlorobenzyl Trifluoromethanesulfinate(130774-55-9)
• EPA Substance Registry System: p-Chlorobenzyl Trifluoromethanesulfinate(130774-55-9)

Safety Data

• Hazardous Substances Data: 130774-55-9(Hazardous Substances Data)

Upstream product

• 66727-98-8 p-Chlorobenzyl Trifluoromethanesulfenate 

Downstream Products

• 34642-42-7 trifluoromethanesulfinic acid 
• 33598-76-4 1-chloro-4-(ethoxymethyl)benzene 
• 1195-44-4 4-chlorobenzyl methyl ether 

Relevant articles and documents

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.