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  > July  >
In the Classroom
The Bullvalene Story. The Conception of Bullvalene, a Molecule That Has No Permanent Structure
Addison Ault
Department of Chemistry, Cornell College, Mount Vernon, IA 52314
Cover
July 2001
Vol. 78 No. 7
p. 924
Abstract
In this paper I review and summarize the logical process through which Doering and Roth (Tetrahedron 1963, 19, 715) conceived of the possible existence of an isomer of molecular formula C10H10 that has a "fluxional" structure. That is, the molecule has a structure in which every carbon atom is equally bonded, or not bonded, to every other carbon. The evidence for its "fluxional" structure is that it gives a sharp singlet in its proton NMR spectrum. In order for the 10 protons, each bonded to a carbon atom, to be chemical-shift equivalent, Doering and Roth conclude that "all ten carbon atoms [must] inevitably wander over the surface of a sphere in ever changing relationship to each other."
More Information
*  Citation
 Ault, Addison. J. Chem. Educ. 2001 78 924.
*  Keywords
 History / Philosophy; Molecular Properties / Structure; Organic Chemistry
*  History
 Created:
Last Updated:		 June 6, 2001
August 31, 2005
<< Previous Article Table of Contents Next Article >>
  Home > JCE Print > Journal of Chemical Education > Issues > 2001 > July > Page 924


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.