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

JCE Print
   Current Issue
 Previous Issues
 Supplements
 Search JCE Index

JCE Digital Library
   JCE DLib Catalog
   ChemInfo
 Data-Driven Exercises
 DigiDemos
 Featured Molecules
 LivTexts
 LrnCom
 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
 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 > 2008  > January  >
In the Laboratory
The Microscale Laboratory
Regioselectivity in Organic Synthesis: Preparation of the Bromohydrin of α-Methylstyrene
Brad Andersh, Kathryn N. Kilby, Meghan E. Turnis, and Drew L. Murphy
Department of Chemistry and Biochemistry, Bradley University, Peoria, IL 61625
Cover
January 2008
Vol. 85 No. 1
p. 102
Abstract
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 utilization 13C and DEPT-135 NMR spectroscopy to determine the regiochemical outcome of the addition. As expected, 1-bromo-2-phenyl-2-propanol is the major product from the reaction of α-methylstyrene and N-bromosuccinimide in 95% acetone (aq).
Supplement
Instructor notes, student handouts, and copies of all spectra are available.
*
 Download
Contents
  JCE2008p0102W.pdf
 
JCE2008p0102W.zip
JCE2008p0102W.doc (Microsoft Word)
More Information
*
Citation
Andersh, Brad; Kilby, Kathryn N.; Turnis, Meghan E.; Murphy, Drew L. J. Chem. Educ. 2008, 85, 102.
*
Keywords
Addition Reactions; Alcohols; Alkenes; Constitutional Isomers; Hands-On Learning / Manipulatives; IR Spectroscopy; Laboratory Instruction; Microscale Lab; NMR Spectroscopy; Organic Chemistry; Second-Year Undergraduate; Synthesis
*
History
Created:
Last Updated:
12/4/2007
12/12/2007
<< Previous Article Table of Contents Next Article >>
  Home > JCE Print > Journal of Chemical Education > Issues > 2008  > January  > Page 102


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.