Tert-Butyl_chromate

Di-<i>tert</i>-butyl chromate

Di-tert-butyl chromate

Chemical compound

Di-tert-butyl chromate is an alkoxide with the formula CrO2(OC(CH3)3)2. It is prepared by treatment of t-butanol with chromic anhydride. It forms red crystals at temperatures below –5 °C, above which it melts to give a red oil.[3][4] The complex, which is diamagnetic, is of fundamental interest as a model for the intermediates in oxidations of alcohols by chromium(VI). This complex is stable because as a t-butyl groups lack beta-hydrogens. This complex and its analogues have tetrahedral geometry at chromium, as established by X-ray crystallography of its analogues.[5][6]

Quick Facts Names, Identifiers ...

Applications

It is used as a precursor to chromium-based catalysts, such as the Phillips catalyst, which are employed for the polymerization of ethylene.[7]

Safety

Like other forms of hexavalent chromium, di-tert-butyl chromate is classified as a potential carcinogen by the United States National Institute for Occupational Safety and Health.[1][2]

References

  1. [1]
    NIOSH Pocket Guide to Chemical Hazards. "#0080". National Institute for Occupational Safety and Health (NIOSH).
  2. [2]
    "Tert-butyl chromate". International Chemical Safety Cards. NIOSH. July 1, 2014.
  3. [3]
    Freeman, Fillmore (2001-04-15), "Di-tert-butyl Chromate", Encyclopedia of Reagents for Organic Synthesis, John Wiley & Sons, Ltd, doi:10.1002/047084289x.rd059m, ISBN 978-0471936237
  4. [4]
    Richer, Jean-Claude; Hachey, Jean-Marie (1975). "Esters Chromiques Dérivés d'Alcools Tertiaires". Canadian Journal of Chemistry. 53 (20): 3087–3093. doi:10.1139/v75-438.
  5. [5]
    Amirthalingam, V.; Grant, D. F.; Senol, A. (1972). "The crystal structure and absolute configuration of cedryl chromate". Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 28 (5): 1340–1345. doi:10.1107/S0567740872004261.
  6. [6]
    Stavropoulos, Pericles; Bryson, Nathan; Youinou, Marie Therese; Osborn, John A. (1990). "Chromyl complexes with aryloxy and siloxy ligands". Inorganic Chemistry. 29 (10): 1807–1811. doi:10.1021/ic00335a009.
  7. [7]
    McDaniel, M. (2009). "Influence of porosity on PE molecular weight from the Phillips Cr/Silica catalyst". Journal of Catalysis. 261: 34–49. doi:10.1016/j.jcat.2008.10.015.
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