Diethyl selenide

Diethyl selenide is an organoselenium compound with the formula C
4H
10Se. First reported in 1836, it was the first organoselenium compound to be discovered.[1][2] It is the selenium analogue of diethyl ether. It has a strong and unpleasant smell.

Diethyl selenide
Names
Preferred IUPAC name
Diethyl selenide
Systematic IUPAC name
(Ethylselenyl)ethane
Other names
Ethyl selenide
Identifiers
3D model (JSmol)
ChemSpider
UN number 2630
Properties
C4H10Se
Molar mass 137.09 g/mol
Appearance colorless liquid
Density 1.232 g/ml
Melting point -87 °C
Boiling point 108 °C
Hazards
Main hazards Flammability, toxicity
GHS pictograms
GHS Signal word Danger
H225, H301, H331, H373, H400, H410
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+310, P303+361+353, P304+340, P311, P314, P321, P330, P370+378, P391, P403+233, P403+235, P405
NFPA 704 (fire diamond)
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineHealth code 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasReactivity code 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
3
1
Flash point 22 °C
Not available
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Occurrence

Diethyl selenide has been detected in biofuel produced from plantain peel.[3] It is also a minor air pollutant in some areas.

Preparation

It may be prepared by a substitution reaction similar to the Williamson ether synthesis: reaction of a metal selenide, such as sodium selenide, with two equivalents of ethyl iodide or similar reagent to supply the ethyl groups:


References
  1. Mukherjee, Anna J.; Zade, Sanjio S.; Singh, Harkesh B.; Sunoj, Raghavan B. (2010). "Organoselenium Chemistry: Role of Intramolecular Interactions". Chemical Reviews. 110 (7): 4357–4416. doi:10.1021/cr900352j. PMID 20384363.
  2. Löwig, C. J. (1836). "Ueber schwefelwasserstoff—und selenwasserstoffäther" [About hydrogen sulfide and selenium hydrogen ether]. Annalen der Physik. 37: 550–553.
  3. Efeovbokhan, Vincent E.; Akinneye, Damilola; Ayeni, Augustine O.; Omoleye, James A.; Bolade, Oladotun; Oni, Babalola A. "Experimental dataset investigating the effect of temperature in the presence or absence of catalysts on the pyrolysis of plantain and yam peels for bio-oil production". Data in Brief. Elsevier. doi:10.1016/j.dib.2020.105804. PMC 7300137. PMID 32577450.
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