96204-67-0Relevant academic research and scientific papers
NUCLEOPHILIC REACTIONS AT A VINYL CENTER. XIV. REACTION OF β,β-DICHLOROVINYL PHENYL SULFOXIDE WITH SODIUM METHOXIDE AND THIOPHENOLATES
Shainyan, B. A.,Mirskova, A. N.
, p. 283 - 287 (2007/10/02)
The kinetics of the nucleophilic substitution of chlorine atoms in β,β-dichlorovinyl phenyl sulfoxide by sodium methoxide and substituted thiophenolates in methanol were investigated.The substitution of the first chlorine atom in reaction with sodium methoxide is realized by an elimination-addition mechanism, while substitition of the second chlorine atom is realized by a direct substitution mechanism.In the reaction with sodium thiophenolates both chlorine atoms are substituted by a direct substitution mechanism.A comparison is made of the reactivities of β,β-dichlorvinyl phenyl sulfoxide and β,β-dichlorovinyl phenyl sulfone, and the effect of the activating group at the α position is discussed.
