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The discovery-oriented approach to organic chemistry. 7. Rearrangement of trans-stilbene oxide with bismuth trifluoromethanesulfonate and other metal triflates: A microscale green organic chemistry laboratory experiment

  • James E. Christensen(corresponding author)
    ,
  • Matthew G. Huddle
    ,
  • Jamie L. Rogers
    ,
  • Herbie Yung
    ,
*Corresponding author for this work
Scholarship:
Journal Article
Article
Research
Peer-review

Abstract

A microscale discovery-oriented experiment illustrating the rearrangement of trans-stilbene oxide using non-corrosive metal triflates as catalysts has been developed. The use of CDCl3 as the reaction solvent eliminates the need for any workup and avoids the use of highly toxic boron trifluoride etherate as a catalyst and additional reaction solvent.

Scholarship

Output type

Scholarship:
Journal Article
Article
Research
Peer-review

Original language

English

Pages from-to (Number of pages)

Pages 1274-1275 (2 pages)

Journal (Volume, Issue Number)

Journal of Chemical Education (Volume 85, Issue 9)

Publication milestones

  • Published - 09/2008

Publication status

Published - 09/2008

ISSN

0021-9584

Publication IDs

  • Scopus: 51249088151