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 > 2007  > April  >
In the Laboratory
The GC–MS Observation of Intermediates in a Stepwise Grignard Addition Reaction
Devin Latimer
Department of Chemistry, University of Winnipeg, Winnipeg, MB R3B 2E9, Canada
Cover
April 2007
Vol. 84 No. 4
p. 699

Abstract
This article describes a three-hour laboratory experiment for the third-year organic chemistry lab whereby the stable organic intermediates and final product of the Grignard addition of 3 equivalents of phenylmagnesium bromide to diethyl carbonate are observed. A 1-mL aliquot is removed from the reaction at the midpoint of addition and subjected to GC–MS analysis. An interesting mass spectral exercise shows the presence of the intermediates ethyl benzoate and benzophenone as well as the product triphenylmethanol.
Supplement
Instructions for the students and notes for the instructors are available.
*
Download
Contents
More Information
*
Citation
Latimer, Devin. J. Chem. Educ. 2007, 84, 699.
*
Keywords
Aldehydes / Ketones; Chromatography; Grignard Reagents; Hands-On Learning / Manipulatives; Instrumental Methods; Laboratory Instruction; Mass Spectrometry; Mechanisms of Reactions; Organic Chemistry; Synthesis; Upper-Division Undergraduate
*
History
Created:
Last Updated:
3/6/2007
3/8/2007
 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 > 2007  > April  > Page 699


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.