Health & Environmental Research Online (HERO)


Print Feedback Export to File
406464 
Journal Article 
The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement 
Sanford, EM; Lis, CC; McPherson, NR 
2009 
Yes 
Journal of Chemical Education
ISSN: 0021-9584 
86 
12 
1422 
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.