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Thermal Decomposition of 1,2‐Oxathiolane in the Gas Phase
Author(s) -
Carlsen Lars,
Egsgaard Helge
Publication year - 1984
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19841170411
Subject(s) - chemistry , acrolein , thermal decomposition , hydrogen sulfide , decomposition , sulfenic acid , gas phase , hydrogen , dimethyl sulfide , oxide , hydrogen sulphide , phase (matter) , medicinal chemistry , photochemistry , organic chemistry , catalysis , sulfur , cysteine , enzyme
The cyclic sulfenic ester 1,2‐oxathiolane ( 1 ) decomposes thermally (400 – 450 K) exclusively to give acrolein ( 3 ) via 3‐mercaptopropanal ( 2 ) by loss of hydrogen sulfide. Isotopic labelling experiments reveal the presence of a 1,2‐oxathiolane‐thietane 1‐oxide equilibrium ( 1 ⇌ 4 ).