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Dimethyl selenoxide

Ogura, Fumio, Otsubo, Tetsuo, Wirth, Thomas and Khan, Zulfiqar Ali 2010. Dimethyl selenoxide. In: Paquette, Leo A. ed. E-EROS encyclopedia of reagents for organic synthesis, Chichester: Wiley,

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Abstract

[4371-90-8] C2H6OSe (MW 125.03) InChI = 1S/C2H6OSe/c1-4(2)3/h1-2H3 InChIKey = OOYOEHGKYKMRJI-UHFFFAOYSA-N (mild oxidizing agent;1, 2 electrophilic reagent for oxyselenation of alkenes;3 electrophile for aromatic substitutions4, 5) Physical Data: mp 94 °C. Solubility: sol water, ethanol, acetone, chloroform. Preparative Methods: readily obtained by oxidation of dimethyl selenide with 30% aqueous Hydrogen Peroxide at –10 °C, or with Ozone in chloroform at –50 °C; also prepared by treating dimethylselenium dibromide with Silver(II) Oxide in methanol. Purification: recrystallization from benzene gives the pure material as colorless needles. Handling, Storage, and Precautions: hygroscopic; decomposes in ether, acetonitrile, THF, and CS2; since the reactions of dimethyl selenoxide often produce volatile organoselenium derivatives having a highly unpleasant odor, use in a well-ventilated fume hood.

Item Type: Book Section
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Additional Information: DOI for book 10.1002/047084289X.rd368.pub2
Publisher: Wiley
ISBN: 9780470842898
Related URLs:
Last Modified: 04 Jun 2017 03:47
URI: http://orca-mwe.cf.ac.uk/id/eprint/26562

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