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Diphenylselenium bis(trifluoroacetate)

Marino, Joseph P., Holub, David P., Shahzad, Sohail Anjum and Wirth, Thomas 2009. Diphenylselenium bis(trifluoroacetate). In: Paquette, Leo A. ed. E-EROS Encyclopedia of Reagents for Organic Synthesis, Chichester: Wiley,

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Abstract

[42572-21-4] C16H10F6O4Se (MW 459.22) InChI = 1S/C16H10F6O4Se/c17-15(18,19)13(23)25-27(11-7-3-1-4-8-11,12-9-5-2-6-10-12)26-14(24)16(20,21)22/h1-10H InChIKey = NWLGFRHKDUGCOO-UHFFFAOYSA-N (two-electron oxidant for phenolic compounds and amines under nonaqueous conditions; source of diphenylselenonium cations in reactions with certain phenols) Physical Data: mp 175–176 °C. Solubility: very sol dimethoxyethane, methylene chloride; reacts with protic or nucleophilic solvents. Form Supplied in: colorless solid; not commercially available. Analysis of Reagent Purity: mp, IR, and elemental analysis. Preparative Method: predried diphenyl selenoxide (0.001 mol) is dissolved in 10 mL of dry dimethoxyethane and 0.15 mL (0.001 mol) of freshly distilled Trifluoroacetic Anhydride is added by syringe. After the reaction mixture has been stirred for 15 min at 0 °C, the solvent is removed in vacuo to give a white solid (eq 1).1 (1) Handling, Storage, and Precautions: thermally stable, but very hygroscopic. While the reagent may be isolated in an inert atmosphere, it is most conveniently used by generating it in situ. This reagent should be handled in a 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.rd436.pub2
Publisher: Wiley
Related URLs:
Last Modified: 04 Jun 2017 03:47
URI: http://orca.cf.ac.uk/id/eprint/26569

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