JCE Online Journal of Chemical Education
 | Subscriptions  | Software Orders  | Support  | Contributors  | Advertisers  | 

JCE Print
   Current Issue
 Previous Issues
 Supplements
 Search JCE Index

JCE Digital Library
   DigiDemos
 QBank
 SymMath
 WebWare

JCE Software
   Latest Releases
 Software & Video
 Downloads
 Support

Only@JCE Online
   JCE Online Store
 JCE HS CLIC
 JCE Discussion Forums
   Biographical Snapshots
 ChemEd Resource Shelf
 Featured Molecules
 Hal's Picks
 Project Chemlab
 Reviewed WWW Sites
 "Web-Ed" Articles

About JCE
   Features
 Publications
 Operations
 Outreach
 Contact Us


  Home > JCE Print > Journal of Chemical Education > Issues > 2001  > June  >
In the Laboratory
The Microscale Laboratory
An Alternative One-Step Procedure for the Conversion of Piperonal to Piperonylnitrile
James M. DeMott Jr. and Charles J. Kelley
School of Arts and Sciences, Massachusetts College of Pharmacy and Health Sciences, Boston, MA 02115
Cover
June 2001
Vol. 78 No. 6
p. 780
Abstract
An alternative procedure is presented for the conversion of piperonal to piperonylonitrile. The reaction of hydroxylamine hydrochloride with the aromatic aldehyde piperonal forms the intermediate oxime, which rapidly loses water to give the corresponding nitrile. The entire procedure can be performed in about one-half hour with almost quantitative yields. Advantages of this method include the shortened time required to complete the sequence, better overall yield owing to the shortening of the sequence by one step, and improvement in safety by the elimination of a potentially toxic reagent.
Supplement
A laboratory handout, notes for the instructor, and list of reagents are available.
*  Contents JCE2001p0780W.doc (Microsoft Word); JCE2001p0780Wfig1.cw2, JCE2001p0780Wfig2.cw2 (ChemWindows)
*  Download
JCE2001p0780W.pdf

JCE2001p0780W.sit

JCE2001p0780W.zip
More Information
*  Citation
 DeMott, James M., Jr.; Kelley, Charles J. J. Chem. Educ. 2001 78 780.
*  Keywords
 Laboratory Instruction; Microscale; Organic Chemistry; Organic Synthesis
*  History
 Created:
Last Updated:		 May 8, 2001
August 31, 2005
<< Previous Article Table of Contents Next Article >>
  Home > JCE Print > Journal of Chemical Education > Issues > 2001  > June  > Page 780


Subscriptions
 Subscription Info
 Order Forms

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.
 JCE HS CLIC

Contributions Welcome
JCE welcomes your submission
 Contributors' Corner

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.
 Recent Advertisers

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.
 Outreach with JCE

Comments to
jceonline@chem.wisc.edu		 Copyright © Division of Chemical Education, Inc., American Chemical Society.
All rights reserved.