The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement
1
Department of Chemistry, Hope College, Holland, MI 49422-9000
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Publication type: Journal Article
Publication date: 2009-12-19
scimago Q2
wos Q1
SJR: 0.596
CiteScore: 4.7
Impact factor: 2.9
ISSN: 00219584, 19381328
General Chemistry
Education
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.
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Total citations:
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Citations from 2024:
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(11.12%)
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GOST
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SANFORD E. M., Lis C. C., Mcpherson N. R. The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement // Journal of Chemical Education. 2009. Vol. 86. No. 12. p. 1422.
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SANFORD E. M., Lis C. C., Mcpherson N. R. The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement // Journal of Chemical Education. 2009. Vol. 86. No. 12. p. 1422.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ed086p1422
UR - https://doi.org/10.1021/ed086p1422
TI - The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement
T2 - Journal of Chemical Education
AU - SANFORD, Elizabeth M.
AU - Lis, Christina C
AU - Mcpherson, Nikolas R
PY - 2009
DA - 2009/12/19
PB - American Chemical Society (ACS)
SP - 1422
IS - 12
VL - 86
SN - 0021-9584
SN - 1938-1328
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2009_SANFORD,
author = {Elizabeth M. SANFORD and Christina C Lis and Nikolas R Mcpherson},
title = {The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement},
journal = {Journal of Chemical Education},
year = {2009},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/ed086p1422},
number = {12},
pages = {1422},
doi = {10.1021/ed086p1422}
}
Cite this
MLA
Copy
SANFORD, Elizabeth M., et al. “The Preparation of Allyl Phenyl Ether and 2-Allylphenol Using the Williamson Ether Synthesis and Claisen Rearrangement.” Journal of Chemical Education, vol. 86, no. 12, Dec. 2009, p. 1422. https://doi.org/10.1021/ed086p1422.