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N,N'-Bis(trimethylsilyl)urea is used as a reagent for the silylation of alcohols and carboxylic acids.
A. Blencowe.; L. Davidson.; W. Hayes. Synthesis and characterization of hyperbranched polyesters incorporating the AB2 monomer 3,5-bis(3-hydroxylprop-1-ynyl)benzoic acid. European Polymer Journal. 2003, 39, (10), 1955-1963.
Andrei K. Yudi.; Jay P. Chiang.; Hans Adolfsson.; Christophe Coperet. Olefin Epoxidation with Bis(trimethylsilyl) Peroxide Catalyzed by Inorganic Oxorhenium Derivatives. Controlled Release of Hydrogen Peroxide. J. Org. Chem. 2001, 66, (13), 4713-4718.
Useful reagent for the silylation of alcohols and carboxylic acids: Synthesis, 807 (1981). See Appendix 4. Generally no catalyst is required and the urea formed as by-product can be removed by filtration. For O-silylation catalyzed by TBAF (0.02 equiv.) under mild conditions, see: Tetrahedron Lett., 35, 8409 (1994). Review: Synthesis, 357 (1998).
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P260-P201-P280g-P304+P340-P405-P501a
Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.