Diethyl sulfide (British English: diethyl sulphide) is an organosulfur compound with the chemical formula (CH3CH2)2S. It is a colorless, malodorous liquid. Although a common thioether, it has few applications.
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Preferred IUPAC name
(Ethylsulfanyl)ethane | |
Other names
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Identifiers | |
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3D model (JSmol)
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1696909 | |
ChEBI |
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ChEMBL |
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ChemSpider |
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ECHA InfoCard | 100.005.934 |
EC Number |
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1915 | |
KEGG |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
(CH3CH2)2S | |
Molar mass | 90.18 g·mol−1 |
Appearance | Colorless liquid |
Odor | Unpleasant |
Density | 0.837 g/cm3 |
Melting point | −103.8 °C (−154.8 °F; 169.3 K) |
Boiling point | 92 °C (198 °F; 365 K) |
insoluble | |
Solubility in ethanol | miscible |
Solubility in diethyl ether | miscible |
−67.9·10−6 cm3/mol | |
Refractive index (nD)
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1.44233 |
Hazards[1] | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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Skin and eye irritant. Highly flammable liquid and vapor |
GHS labelling: | |
Danger | |
H225, H315, H319 | |
P210, P233, P264, P280, P303+P361+P353, P370+P378 | |
NFPA 704 (fire diamond) | |
Flash point | −10 °C (14 °F; 263 K) |
Safety data sheet (SDS) | External MSDS |
Related compounds | |
Related thioethers
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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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Infobox references
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Diethyl sulfide is a by-product of the commercial production of ethanethiol, which is prepared by the reaction of ethylene with hydrogen sulfide over an alumina-based catalyst. The amount of diethyl sulfide produced can be controlled by varying the ratio of hydrogen sulfide to ethylene.
Diethyl sulfide has been found to be a constituent of the odor of durian fruit[2] and as a constituent found in volatiles from potatoes.[3]
Diethyl sulfide is a Lewis base, classified as a soft ligand (see also ECW model). Its relative donor strength toward a series of acids, versus other Lewis bases, can be illustrated by C-B plots.[4][5]
With bromine, it forms a salt called diethylbromosulfonium bromide:[6]
A typical coordination complex is cis-PtCl2(S(CH2CH3)2)2.