143582-87-0

Basic information

• Product Name: O-4-bromophenyl S-methyl dithiocarbonate
• Synonyms: O-4-bromophenyl S-methyl dithiocarbonate
• CAS NO: 143582-87-0
• Molecular Weight: 263.179
• Mol File: 143582-87-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: O-4-bromophenyl S-methyl dithiocarbonate(CAS DataBase Reference)
• NIST Chemistry Reference: O-4-bromophenyl S-methyl dithiocarbonate(143582-87-0)
• EPA Substance Registry System: O-4-bromophenyl S-methyl dithiocarbonate(143582-87-0)

Safety Data

• Hazardous Substances Data: 143582-87-0(Hazardous Substances Data)

Upstream product

• 106-41-2 4-bromo-phenol 
• 75-15-0 carbon disulfide 
• 74-88-4 methyl iodide 

Downstream Products

• 143582-98-3 1-bromo-4-[difluoro(methylthio)methoxy]benzene 
• 407-14-7 1-bromo-4-(trifluoromethoxy)benzene 

Relevant articles and documents

Sequential Xanthalation and O-Trifluoromethylation of Phenols: A Procedure for the Synthesis of Aryl Trifluoromethyl Ethers

Molecules containing trifluoromethoxyaryl groups are of interest in pharmaceutical, agrochemical, and materials science research, due to their unique physical and electronic properties. Many of the known methods to synthesize aryl trifluoromethyl ethers require harsh reagents and highly controlled reaction conditions and rarely occur when heteroaromatic units are present. The two-step O-trifluoromethylation of phenols via aryl xanthates is one such method that suffers from these drawbacks. Herein, we report a method for the synthesis of aryl trifluoromethyl ethers from phenols by the facile conversion of the phenol to the corresponding aryl and heteroaryl xanthates with newly synthesized imidazolium methylthiocarbonothioyl salts and conversion of these xanthates to the trifluoromethyl ethers under mild reaction conditions.

A convenient synthesis of trifluoromethyl ethers by oxidative desulfurization-fluorination of dithiocarbonates

Trifluoromethyl ethers R-OCF3 are easily synthesized from the corresponding dithiocarbonates R-OCS2Me (R = aryl or primary alkyl) by a reagent system consisting of 70% HF/pyridine and an N-halo imide. When the reaction is applied to R-OCS2Me wherein R = secondary alkyl, tertiary alkyl, or benzylic group, fluorination leading to the corresponding alkyl fluorides R-F is achieved, whereas a combination of 50% HF/pyridine and N- bromosuccinimide affords the corresponding trifluoromethyl ethers R-OCF3 (R = secondary).