91737-23-4

Basic information

• Product Name: Benzene, [(2-chloro-2-iodoethenyl)sulfonyl]-
• CAS NO: 91737-23-4
• Molecular Formula: C8H6ClIO2S
• Molecular Weight: 328.558
• Mol File: 91737-23-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzene, [(2-chloro-2-iodoethenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(2-chloro-2-iodoethenyl)sulfonyl]-(91737-23-4)
• EPA Substance Registry System: Benzene, [(2-chloro-2-iodoethenyl)sulfonyl]-(91737-23-4)

Safety Data

• Hazardous Substances Data: 91737-23-4(Hazardous Substances Data)

Upstream product

• 3559-73-7 phenyl 2,2-dichlorovinyl sulfone 

Downstream Products

• 91737-25-6 α-iodo-β-methoxyvinyl phenyl sulfone 
• 56354-44-0 β,β,β-trifluoroethyl phenyl sulfone 
• 100073-37-8 ((Z)-2-Fluoro-ethenesulfonyl)-benzene 
• 100073-36-7 α-chloro-β-fluorovinyl phenyl sulfone 
• 100073-35-6 α-iodo-β-fluorovinyl phenyl sulfone 

Relevant articles and documents

NUCLEOPHILIC REACTIONS AT A VINYL CENTER. XII. The "ELEMENT EFFECT" IN β,β-DIHALOGENOVINYL SULFONES

The kinetics of the reactions of β,β-dibromo- and β-iodo-β-chlorovinyl sulfones with sodium methoxide and substituted thiophenolates in methanol were investigated.By comparison of the reactivity of the dibromo- and chloroiodo-substituted vinyl sulfones with the previously investigated dichlorovinyl sulfones it was concluded that the reaction has a nonsynchronous two-stage mechanism of nucleophilic vinyl substitution in the case of soft nucleophiles (ArS-) with partial disintegration of the bond with the leaving group in the intermediate carbanion.The reaction of β,β-dibromovinyl sulfones with a hard anion (CH3O-) takes place by an elimination-addition mechanism.In the reaction of β-iodo-β-chlorovinyl phenyl sulfone with CH3O- an unusual rearrangement was detected in the course of the substitution process, leading to α-iodo-β-methoxyvinyl phenyl sulfone.The possible mechanism of the rearrangement is discussed.