Selenol
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2008-04-06T19:58:50Z
V8rik
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[[Image:Selenol.png|thumb|thumb|right|The structure of a typical selenol group.]]
[[Image:L-selenocysteine-2D-skeletal.png|thumb|<small>L</small>-[[selenocysteine]], a naturally occurring selenol]]
In organic chemistry, a '''selenol''' is a [[chemical compound]] that contains the [[functional group]] composed of a '''selenium''' atom bonded to a '''hydrogen''' '''atom''' (-SeH). Volatile molecular weight selenols have highly offensive odors and are easily oxidized to [[diselenide]]s, compounds containing an Se-Se bond. The [[essential amino acid]] [[selenocysteine]] is a rare naturally occurring selenol. [[Benzeneselenol]] (selenophenol) is one of the more common selenols used in [[organic synthesis]], its oxidized derivative is [[diphenyl diselenide]].
[[Benzeneselenol]] is easily prepared by the reaction of the Grignard reagent of bromo benzene with selenium powder.<ref>D. G. Foster, ''Organic Syntheses'' '''24 (1944)'''; 89</ref> Its oxidation by Br<sub>2</sub> yields diphenyl diselenide.<br />
A common way for the preparation of selenols is the nucleophilic substitution of a leving group like an alkyl bromide by seleno urea, and subsequent hydrolysis.
[[Category:functional groups]]
==References==
{{Reflist}}
[[Category:Selenium compounds]]