Chemistry:Diethyl selenide

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Short description: Organoselenium compound
Diethyl selenide
3D model of Diethyl selenide
skeletal model of Diethyl selenide
Names
Preferred IUPAC name
(Ethylselanyl)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 (−125 °F; 186 K)
Boiling point 108 °C (226 °F; 381 K)
Hazards
Main hazards Flammability, toxicity
GHS pictograms GHS02: FlammableGHS06: ToxicGHS05: CorrosiveGHS09: Environmental hazardGHS08: Health hazard
GHS Signal word Danger
H225, H301, H331, H373, 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 codeNFPA 704 four-colored diamond
3
3
1
Flash point 22 °C (72 °F; 295 K)
Not available
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diethyl selenide is an organoselenium compound with the formula C4H10Se. 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.

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:

Diethyl Selenide Prep.svg


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". Annalen der Physik 37 (3): 550–553. doi:10.1002/andp.18361130315. Bibcode1836AnP...113..550L. https://gallica.bnf.fr/ark:/12148/bpt6k15122z/f568.vertical.r=L%C3%B6wig. 
  3. Efeovbokhan, Vincent E.; Akinneye, Damilola; Ayeni, Augustine O.; Omoleye, James A.; Bolade, Oladotun; Oni, Babalola A. (2020). "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) 31: 105804. doi:10.1016/j.dib.2020.105804. PMID 32577450. Bibcode2020DIB....3105804E.