350031-26-4Relevant articles and documents
The green method for regiospecific ring opening of epoxide with dimercaptoethane
Seyedi, Seyed Mohammad,Sadeghian, Hamid,Rezai, Masoomeh
, p. 1709 - 1716 (2007)
A simple, efficient, and environmentally friendly one-step regiospecefic ring opening of strained epoxides with dimercaptoethane as a nucleophile in nearly saturated aqueous potassium carbonate is reported. The synthesized ,'-dihydroxydithioether compound
Dimercaptoethane oxirane ring opening reaction: β,β′-dihydroxy dithioether synthesis
Romdhani Younes, Moufida,Chaabouni, Mohamed Moncef,Baklouti, Ahmed
, p. 3167 - 3169 (2001)
The action of dimercaptoethane on alkyl oxiranes in the presence of benzyltrimethylammonium hydroxide (Triton B) allows, via regiospecific opening reaction, the preparation of the corresponding β,β′-dihydroxy dithioethers in excellent yields.
Synthesis of new β,β'-diketodithioethers via swern oxidation and study of their hydrazone formation rate
Seyedi, Seyed Mohammad,Sadeghian, Hamid,Safari, Zohreh
experimental part, p. 2297 - 2306 (2010/03/31)
The synthesis of β,β'-diketodithioethers 4b-j from corresponding β,β'-dihydroxydithioethers 3b-j was carried out by a Swern oxidation using DMSO-oxalyl chloride as oxidizing agent. β,β'- Dihydroxydithioethers 3b-j were prepared by the reaction of two molar equivalents of epoxides 1b-j with dimercaptoethane 2 in the presence of a saturated aqueous solution of potassium carbonate. The reactivity behavior of imine formation of the β,β'-diketodithioethers 4b-j by 2,4-dinitrophenylhydrazine was also investigated, and a mechanism was proposed by using molecular orbital (MO) calculations. To confirm the proposed mechanism, the role of the thia function to activate hydrazone formation by measuring HOMO-LUMO energy levels was also demonstrated.
