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Names | |||
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Systematic IUPAC name
Thiirane
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Other names
2,3-Dihydrothiirene
Ethylene sulfide |
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Identifiers | |||
420-12-2 | |||
3D model (Jmol) | Interactive image | ||
102379 | |||
ChEBI | CHEBI:30977 | ||
ChemSpider | 9481 | ||
ECHA InfoCard | 100.006.359 | ||
EC Number | 206-993-9 | ||
1278 | |||
KEGG | C19419 | ||
MeSH | ethylene+sulfide | ||
PubChem | 9865 | ||
RTECS number | KX3500000 | ||
UN number | 1992 | ||
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Properties | |||
C2H4S | |||
Molar mass | 60.11 g·mol−1 | ||
Appearance | Pale, yellow liquid | ||
Density | 1.01 g cm−3 | ||
Melting point | −109 °C (−164 °F; 164 K) | ||
Boiling point | 56 °C; 133 °F; 329 K | ||
Vapor pressure | 28.6 kPa (at 20 °C) | ||
Thermochemistry | |||
Std enthalpy of
formation (ΔfH |
51-53 kJ mol−1 | ||
Std enthalpy of
combustion (ΔcH |
-2.0126 MJ mol−1 | ||
Hazards | |||
GHS pictograms | |||
GHS signal word | DANGER | ||
H225, H301, H318, H331 | |||
P210, P261, P280, P301+310, P305+351+338, P311 | |||
EU classification (DSD)
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F T | ||
R-phrases | R11, R23/25, R41 | ||
S-phrases | S16, S36/37/39, S45 | ||
NFPA 704 | |||
Flash point | 10 °C (50 °F; 283 K) | ||
Related compounds | |||
Related heterocycles
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Ethylene oxide Aziridine Borirane |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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what is ?) | (|||
Infobox references | |||
Ethylene sulfide
Thiirane, more commonly known as ethylene sulfide, is the cyclic chemical compound with the formula C2H4S. It is the smallest sulfur-containing heterocycle and the simplest episulfide. Like many organosulfur compounds, this species has a stench. Thiirane is also used to describe any derivative of the parent ethylene sulfide.
It is prepared by the reaction of ethylene carbonate and KSCN. For this purpose the KSCN is first melted under vacuum to remove water.
Ethylenesulfide adds to amines to afford 2-mercaptoethylamines, which are good chelating ligands.
Dithiiranes are three membered rings containing two sulfur atoms and one carbon. One example was prepared by oxidation of a 1,3-dithietane.