Prev. Article Next Article Table of Contents

Article

A Strategy for Incorporating 13C NMR into the Organic Chemistry Lecture and Laboratory Courses

Citing Articles

Your current credentials do not allow retrieval of the full text.

Purchase the full-text

PDF/HTML,
figures/images,
references and tables,
(where available)

Perry C. Reeves and Chris P. Chaney

Department of Chemistry, Abilene Christian University, Abilene, TX 79699

J. Chem. Educ., 1998, 75 (8), p 1006

DOI: 10.1021/ed075p1006

Publication Date (Web): August 1, 1998

Section:

History, Education, and Documentation

Abstract

The use of spectroscopy in establishing the structures of molecules is an important component of the first course in Organic Chemistry. However, the point in the course at which these techniques are best introduced remains uncertain. We suggest that carbon nuclear magnetic resonance spectroscopy should be introduced at an early stage of the lecture course, specifically while studying the alkanes, and used extensively for structure determination throughout the course. A laboratory activity illustrating the use of proton-decoupled, APT ("attached proton test"), and DEPT ("distortionless enhancement by polarization transfer") spectra in determining the structure of an unknown C6 or C7 hydrocarbon is presented. A laboratory management plan which ensures that each student will have "hands-on" experience with the FT-NMR spectrometer is also described.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Subject):

Instrumental Methods

View: Hi-Res PDF | PDF w/ Links

Citing Articles

View all 5 citing articles

Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.

This article has been cited by 5 ACS Journal articles (5 most recent appear below).

Probing the Reactivity of Dimethylsulfoxonium Methylide with Conjugated and Nonconjugated Carbonyl Compounds: An Undergraduate Experiment Combining Synthesis, Spectral Analysis, and Mechanistic Discovery
James A. Ciaccio, Elena L. Guevara, Rabeka Alam and Christina D. D’agrosa
Journal of Chemical Education2010 87 (8), 850-853
- Probing the Reactivity of Dimethylsulfoxonium Methylide with Conjugated and Nonconjugated Carbonyl Compounds: An Undergraduate Experiment Combining Synthesis, Spectral Analysis, and Mechanistic Discovery
  James A. Ciaccio, Elena L. Guevara, Rabeka Alam and Christina D. D’agrosa
  Journal of Chemical Education2010 87 (8), 850-853
  We introduce students to dimethylsulfoxonium methylide (DMSY) epoxidation of aryl and nonconjugated aliphatic aldehydes and ketones without revealing that DMSY cyclopropanates enones by Michael-initiated ring closure (MIRC). Each student performs the ...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
Regioselectivity in Organic Synthesis: Preparation of the Bromohydrin of alpha-Methylstyrene
Brad Andersh , Kathryn N. Kilby , Meghan E. Turnis and Drew L. Murphy
Journal of Chemical Education2008 85 (1), 102
- Regioselectivity in Organic Synthesis: Preparation of the Bromohydrin of alpha-Methylstyrene
  Brad Andersh , Kathryn N. Kilby , Meghan E. Turnis and Drew L. Murphy
  Journal of Chemical Education2008 85 (1), 102
  In the described experiment, the regiochemical outcome of the addition of "HOBr" to α-methylstyrene is investigated. Although both "classic" qualitative analysis and instrumental techniques are described, the emphasis of this experiment is on the ...
  Abstract | Hi-Res PDF | PDF w/ Links
Annotated Bibliography: Permanent Magnet Fourier Transform-NMR Applications in the Laboratory
Amy Abe and Frank B. Contratto
2007 969 (), 318-334
- Annotated Bibliography: Permanent Magnet Fourier Transform-NMR Applications in the Laboratory
  Amy Abe and Frank B. Contratto
  2007 969 (), 318-334
  In this chapter, we present an annotated bibliography of permanent magnet FT-NMR applications in the laboratory. Topics include 1H and 13C spectra of organic molecules, multinuclear spectra of inorganic molecules, spectra of biochemical molecules, spectra ...
  Abstract | Hi-Res PDF | PDF w/ Links
Two-Cycle Organic Chemistry and the Student-Designed Research Lab
Dennis J. Gravert
Journal of Chemical Education2006 83 (6), 898
- Two-Cycle Organic Chemistry and the Student-Designed Research Lab
  Dennis J. Gravert
  Journal of Chemical Education2006 83 (6), 898
  Teaching the two-semester, lecture and laboratory course in organic chemistry using the "two-cycle" strategy led to several advantages over a traditionally organized course. During the first semester, students skimmed through the textbook to learn a ...
  Abstract | Hi-Res PDF | PDF w/ Links
WebSpectra: Online NMR and IR Spectra for Students
Craig A. Merlic , Barry C. Fam and Michael M. Miller
Journal of Chemical Education2001 78 (1), 118
- WebSpectra: Online NMR and IR Spectra for Students
  Craig A. Merlic , Barry C. Fam and Michael M. Miller
  Journal of Chemical Education2001 78 (1), 118
  WebSpectra is a World Wide Web site at UCLA through which organic chemistry students have convenient access to a library of problems in NMR and IR spectroscopy, ranging in difficulty from introductory to advanced. Students are presented with high-...
  Abstract | Hi-Res PDF | PDF w/ Links