Jump to main content
US EPA
United States Environmental Protection Agency
Search
Search
Main menu
Environmental Topics
Laws & Regulations
About EPA
Health & Environmental Research Online (HERO)
Contact Us
Print
Feedback
Export to File
Search:
This record has one attached file:
Add More Files
Attach File(s):
Display Name for File*:
Save
Citation
Tags
HERO ID
406464
Reference Type
Journal Article
Title
The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement
Author(s)
Sanford, EM; Lis, CC; McPherson, NR
Year
2009
Is Peer Reviewed?
Yes
Journal
Journal of Chemical Education
ISSN:
0021-9584
Volume
86
Issue
12
Page Numbers
1422
DOI
10.1021/ed086p1422
Abstract
Ether chemistry is essential to organic synthesis. The Williamson ether synthesis of allyl phenyl ether and its subsequent Claisen rearrangement to 2-allylphenol introduces two important reactions of ethers to the undergraduate laboratory. Purification is accomplished using acid–base extraction, which reinforces understanding of the pKa differences between aliphatic and aromatic alcohols. The 1H NMR spectrum of allyl phenyl ether is used to introduce the extraction of coupling constants and the interpretation of complex splitting patterns for structure determination.
Home
Learn about HERO
Using HERO
Search HERO
Projects in HERO
Risk Assessment
Transparency & Integrity