Regioselective Hydration of an Alkene and Analysis of the Alcohol Product by Remote Access NMR: A Classroom Demonstration

Authors

Maureen E. Smith, University of Southern MississippiFollow
Sara L. Johnson, University of Southern Missisisppi
Douglas S. Masterson, University of Southern MississippiFollow

Document Type

Article

Publication Date

1-1-2013

Department

Chemistry and Biochemistry

School

Mathematics and Natural Sciences

Abstract

A two-part demonstration was conducted in our first-semester organic chemistry course designed to introduce students to the formation of alcohols, regioselective reactions, and analysis of organic products by NMR analysis. This demonstration utilized the oxymercuration–demercuration sequence to prepare an alcohol from an alkene in a Markovnikov manner because the reaction is easy to execute and has a dramatic, observable color change during the transformation. The alcohol product produced was then utilized in a classroom demonstration of ¹H NMR using a remote accessible NMR spectrometer.

Publication Title

Journal of Chemical Education

Volume

90

Issue

1

First Page

99

Last Page

101

Recommended Citation

Smith, M. E., Johnson, S. L., Masterson, D. S. (2013). Regioselective Hydration of an Alkene and Analysis of the Alcohol Product by Remote Access NMR: A Classroom Demonstration. Journal of Chemical Education, 90(1), 99-101.
Available at: https://aquila.usm.edu/fac_pubs/7628