JCE Online Journal of Chemical EducationDivision of Chemical Education, American Chemical SocietyAmerican Chemical Society
 | Subscriptions  | Software Orders  | Support  | Contributors  | Advertisers  | 

JCE Print

JCE Digital Library

JCE Software

Only@JCE Online

About JCE


  Home > JCE Print > Journal of Chemical Education > Issues > 2009  > July  >
In the Laboratory
Structure Determination of Benzene-Containing C9H12 Isomers Using Symmetry, Peak Heights, and Chemical Shifts in 13C NMR
Nanine A. Van Draanen and Richard Page
Department of Chemistry and Biochemistry, California Polytechnic State University, San Luis Obispo, CA 93407
Cover
July 2009
Vol. 86 No. 7
p. 849

Abstract
In this laboratory exercise for beginning organic chemistry students, the theoretical 13C NMR spectra of the eight substituted benzenes with molecular formula C9H12 are calculated, and then the structure of an unknown in this isomeric series is determined by experimental 13C NMR. The theoretical calculation and actual spectra correlate well, and the effects of symmetry and presence or absence of hydrogen atoms on the benzene ring are shown. The two isomers that cannot be differentiated on the basis only of their 13C NMR spectra can be identified in the fingerprint region of the IR, showing the complementary nature of the two spectroscopic techniques.
Supplement
Student handouts; Instructor notes; Experimental 13C NMR and IR spectra
*
Download
Contents
More Information
*
Citation
Van Draanen, Nanine A.; Page, Richard. J. Chem. Educ. 2009, 86, 849.
*
Keywords
Aromatic Compounds; Constitutional Isomers; Hands-On Learning / Manipulatives; IR Spectroscopy; Laboratory Instruction; NMR Spectroscopy; Nomenclature / Units / Symbols; Organic Chemistry; Second-Year Undergraduate
*
History
Created:
Last Updated:
6/1/2009
6/9/2009
 Caution! 
Experiments, laboratory exercises, lecture demonstrations, and other descriptions of the use of chemicals, apparatus, instruments, computers, and computer interfaces are presented in the Journal of Chemical Education as illustrative of new or improved ideas or concepts in chemistry instruction and are directed at qualified teachers. Although every effort is made to assure and encourage safe practices and safe use of chemicals, the Journal of Chemical Education cannot assume responsibility for uses made of its published materials. Many chemicals are hazardous. Precautions for the safe use of hazardous chemicals and directions for their proper disposal are described in the Material Safety Data Sheets and on the labels. We strongly urge all those planning to use materials from our pages to make choices and to develop procedures for laboratory and classroom safety in accordance with local needs and situations.
  Home > JCE Print > Journal of Chemical Education > Issues > 2009  > July  > Page 849


Subscriptions

JCE HS CLIC

Our Secondary School editors work hard to distill all the JCE materials to produce a fraction of particular interest to high school teachers. We call it CLIC.


Contributions Welcome
JCE welcomes your submission

Advertisers
In recent years we have worked hard to better match our advertisers with our readers. When shopping for chemistry education materials, visit our advertisers' WWW sites first.

Be An Ambassador
Take JCE along on your outreach missions. Copies of the Journal, guest access to JCE Online, our publications catalog, and more are available for your participants.