42738-18-1

Basic information

• Product Name: cyclohexanesulfonyl bromide
• Synonyms: cyclohexanesulfonyl bromide
• CAS NO: 42738-18-1
• Molecular Weight: 227.122
• Mol File: 42738-18-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: cyclohexanesulfonyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexanesulfonyl bromide(42738-18-1)
• EPA Substance Registry System: cyclohexanesulfonyl bromide(42738-18-1)

Safety Data

• Hazardous Substances Data: 42738-18-1(Hazardous Substances Data)

Upstream product

• 74829-95-1 sodium cyclohexane sulfinate 
• 1569-69-3 Cyclohexanethiol 
• 2550-40-5 1,2-dicyclohexyl disulfide 

Relevant articles and documents

Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions

An environmentally benign, metal-free synthesis of sulfonyl chlorides and bromides from thiols in the presence of ammonium nitrate, an aqueous solution of HCl and HBr and oxygen as a terminal oxidant was developed. The reactivity of various substituted thiophenols, benzylic-, aliphatic- and heteroaromatic thiols was examined. Ammonium nitrate served as a source of nitrogen oxides (NO/NO2), which are the crucial players in a redox-catalytic cycle. Sulfonyl chlorides and bromides were isolated without extraction and "filtered" over a short pad of silica gel; the use of solvents was greatly reduced in comparison with traditional isolation and purification. A "one-pot" protocol for the conversion of thiol into sulfonamide is also demonstrated. Scale-up experiments on the preparation of sulfonyl chloride and bromide are shown. A possible reaction pathway is discussed.

Sulfonyl halide synthesis by thiol oxyhalogenation using NBS/NCS – iPrOH

A rapid and facile method provides a general route to sulfonyl bromides/chlorides by the oxidation of thiols using NXS – ROH (X?=?Br,Cl, R?=?iPr) as an oxyhalogenation reagent. Control experiments suggest that the alcohol component is the source of oxygen. The proposed method enable the access to structurally diverse sulfonyl bromides and chlorides including challenging examples, inaccessible by other synthetic methods.

Oxyhalogenation of thiols and disulfides into sulfonyl chlorides/bromides using oxone-KX (X = Cl or Br) in water

A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides by oxyhalogenation of thiols and disulfides with oxone-KX (X = Cl or Br) using water as the solvent is described. This journal is the Partner Organisations 2014.