Structural Determination of a Photoproduct by Spectroscopy

TCE

The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 12 Issue 3 (2007) pp 167-170

Structural Determination of a Photoproduct by Spectroscopy

Peter S. Marrs

Department of Chemistry, University of Victoria, Victoria, British Columbia, Canada, V8W 3V6, pmarrs@uvic.ca
Received August 1, 2006. Accepted Dec 3, 2006.

Published online: 4 June 2007

Abstract. A complex, tricyclic compound is synthesized in two steps from simple starting materials. Infrared, ¹H NMR and ¹³C NMR spectroscopy allow for the determination of the product’s structures, with two-dimensional ¹H–¹H correlation spectroscopy (COSY) being the most important spectroscopic tool for determining the structure of the final product. The novel mechanism for the formation of the final product is also discussed. This investigation is suitable for upper-level organic chemistry students.

Key Words: Laboratories and Demonstrations; organic chemistry;synthesis ; NMR

(*) Corresponding author. (E-mail: pmarrs@uvic.ca)

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