Synthesis and NMR Analysis of N-Methyl-2-(4'-bromophenyl)morpholine: An Advanced Undergraduate Laboratory Experiment

TCE

The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 2 Issue 1 (1997), S1430-4171(97)01105-9

Synthesis and NMR Analysis of N-Methyl-2-(4'-bromophenyl)morpholine: An Advanced Undergraduate Laboratory Experiment

David B. Rusterholz*, Magdalena Pala and Kendie Runge

The University of Wisconsin–River Falls, 410 S. Third St., River Falls, WI 54022

Published online: 16 April 1997

Abstract. Nuclear magnetic resonance spectroscopy holds a premier position as a tool for structure elucidation in organic chemistry. With the increased availability of high-field Fourier-transform spectrometers in undergraduate laboratories, there is an increased need for good instructional experiments. We describe a reliable one-step synthesis of a moderately complex structure, and a straightforward ¹H NMR spectral assignment problem that illustrates the use of coupling constants for the determination of positional relationships, geminal coupling, and correlation spectroscopy (COSY) for the identification of coupled signals.

Key Words: Laboratories and Demonstrations; NMR; NMR experiment; NMR spectral analysis; geminal coupling; Karplus relationship; COSY; education; organic synthesis

(*) Corresponding author. (E-mail: d.b.rusterholz@uwrf.edu )

Article in PDF format (83 KB )

Supporting Materials:

21dr1897.pdf (43 KB) 10.1007/s00897970105b

21dr2897.pdf (21 KB) 10.1007/s00897970105c