Abstracts of Symposium on Physical Organic Chemistry
22nd Symposium on Physical Organic Chemistry
Session ID : 1P013
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Poster Session (The 1st day)
Analysis of the reactions of substituted phenacyl chlorides with methoxide ion by substitution effect
*Kohei TagawaKeita SasagawaHiroshi Yamataka
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CONFERENCE PROCEEDINGS FREE ACCESS

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Abstract
Phenacyl chlorides react with methoxide ion to afford acetal as the main product and ether as a by-product. It was considered that the acetal was obtained by the nucleophilic attack on the carbonyl carbon by the methoxide ion and a ring opening reaction of the epoxy intermediate and that the ether was obtained by the SN2 substitution reaction. The purpose of this study is to analyze the reaction mechanism on the basis of the effect of substituent on the product ratio and the reaction rate and the influence of the concentration of the methoxide ion on the reaction rate.
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© 2011 by The Society of Physical Organic Chemistry, Japan
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