Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
For the class of compounds known as thiiranes, see Episulfide.
Thiirane, more commonly known as ethylene sulfide, is the cyclic chemical compound with the formula C2H4S.[2] It is the smallest sulfur-containing heterocycle and the simplest episulfide. Like many organosulfur compounds, this species has a highly unpleasant odour. Thiirane is also used to describe any derivative of the parent ethylene sulfide.
^ ab"thiirane (CHEBI:30977)". Chemical Entities of Biological Interest (ChEBI). UK: European Bioinformatics Institute.
^Warren Chew; David N. Harpp (1993). "Recent aspects of thiirane chemistry". Journal of Sulfur Chemistry. 15 (1): 1–39. doi:10.1080/01961779308050628.
Thiirane, more commonly known as ethylene sulfide, is the cyclic chemical compound with the formula C2H4S. It is the smallest sulfur-containing heterocycle...
Preferred IUPAC name 1λ4-Thiiran-1-one Other names Ethylene sulfoxide Thiirane S-oxide Thiirane oxide Identifiers CAS Number 7117-41-1 3D model (JSmol) Interactive...
initially to S2O2. SO inserts into alkenes, alkynes and dienes producing thiiranes, molecules with three-membered rings containing sulfur. In the laboratory...
the sulfur analogue of an epoxide or aziridine. They are also known as thiiranes, olefin sulfides, thioalkylene oxides, and thiacyclopropanes. Episulfides...
with 3-membered rings Ethylene oxide cyclopropane cyclopropene aziridine thiirane thiirene Except where otherwise noted, data are given for materials in...
structures, often in combination with other heteroatoms, as illustrated by thiiranes, thiirenes, thietanes, thietes, dithietanes, thiolanes, thianes, dithianes...
metal atom. This was first shown in 2003. The bis(trimethylphosphine) thiirane S-oxide complex of platinum, when heated in toluene at 110 °C loses ethylene...
[100 ppm] Related compounds Related heterocycles Borirane Ethylene oxide Thiirane Except where otherwise noted, data are given for materials in their standard...
treated with thiourea, epoxides convert to the episulfide, which are called thiiranes. An epoxide adjacent to an alcohol can undergo the Payne rearrangement...
compound is selenirane or selenacyclobutane C2H4Se) related to thiiranes but, unlike thiiranes, seleniranes are kinetically unstable, extruding selenium directly...
reactions by establishing the ion-pair mechanism using the example of Thiirane cations. In 1974 he discovered the phenomenon of increasing the effective...
g dm−3 Related compounds Related heterocycles Aziridine Ethylene oxide Thiirane Except where otherwise noted, data are given for materials in their standard...
synthesis of highly enantiomerically pure 1,2-epoxy aldehydes, epoxy alcohols, thiirane, aziridine, and glyceraldehyde 3-phosphate". J. Org. Chem. 55 (16): 4897–4901...
"Direct Episulfidation of Alkenes and Allenes with Elemental Sulfur and Thiiranes as Sulfur Sources, Catalyzed by Molybdenum Oxo Complexes". Journal of...
JT (2007). "Highly Selective Copper-Catalyzed Ring Expansion of Vinyl Thiiranes: Application to Synthesis of Biotin and the Heterocyclic Core of Plavix"...
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