60785-25-3

Basic information

• Product Name: (Z)-2-benzenesulfenyl-1-chloroethenyl phenyl sulfide
• CAS NO: 60785-25-3
• Molecular Weight: 278.826
• Mol File: 60785-25-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-2-benzenesulfenyl-1-chloroethenyl phenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-benzenesulfenyl-1-chloroethenyl phenyl sulfide(60785-25-3)
• EPA Substance Registry System: (Z)-2-benzenesulfenyl-1-chloroethenyl phenyl sulfide(60785-25-3)

Safety Data

• Hazardous Substances Data: 60785-25-3(Hazardous Substances Data)

Upstream product

• 79-01-6 Trichloroethylene 
• 108-98-5 thiophenol 
• 79-34-5 1,1,2,2-tetrachloroethane 
• 6228-98-4 phenylthioacetylene 
• 931-59-9 benzenesulfenyl chloride 

Relevant articles and documents

Iron-Induced regio- and stereoselective addition of sulfenyl chlorides to alkynes by a radical pathway

The radical addition of the ClS s-bond in sulfenyl chlorides to various C~C triple bonds has been achieved with excellent regio- and stereoselectivity in the presence of a catalytic amount of a common iron salt. The reaction is compatible with a variety of functional groups and can be scaled up to the gram-scale with no loss in yield. As well as terminal alkynes, internal alkynes underwent stereodefined chlorothiolation to provide tetrasubstituted alkynes. Preliminary mechanistic investigations revealed a plausible radical process involving a sulfur-centered radical intermediate via iron-mediated homolysis of the ClS bond. The resulting chlorothiolation adducts can be readily transformed to the structurally complex alkenyl sulfides by cross-coupling reactions. The present reaction can also be applied to the complementary synthesis of the potentially useful bis-sulfoxide ligands for transition-metal-catalyzed reactions.