The Discovery-Oriented Approach to Organic Chemistry. 7. Rearrangement of trans-Stilbene Oxide with Bismuth Trifluoromethanesulfonate and Other Metal Triflates

Ram S. Mohan; James E. Christensen; Matthew G. Huddle; Jamie L. Rogers; Herbie Yung

The Discovery-Oriented Approach to Organic Chemistry. 7. Rearrangement of trans-Stilbene Oxide with Bismuth Trifluoromethanesulfonate and Other Metal Triflates

Ram S. Mohan, James E. Christensen, Matthew G. Huddle, Jamie L. Rogers, Herbie Yung

Illinois Wesleyan University

Research output: Journal Article › Article › 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.

Original language	American English
Journal	Journal of Chemical Education
Volume	85
State	Published - Sep 2008

Disciplines

Organic Chemistry

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Cite this

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title = "The Discovery-Oriented Approach to Organic Chemistry. 7. Rearrangement of trans-Stilbene Oxide with Bismuth Trifluoromethanesulfonate and Other Metal Triflates",

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.",

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AU - Mohan, Ram S.

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AU - Huddle, Matthew G.

AU - Rogers, Jamie L.

AU - Yung, Herbie

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AB - 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.

M3 - Article

VL - 85

JO - Journal of Chemical Education

JF - Journal of Chemical Education

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