Lecture 4212014.pdf

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Department
Chemistry
Course
CHEM 2332H
Professor
Christopher J.Douglas
Semester
Spring

Description
Lecture 4212014Monday April 21 2014906 AMTodayFormationalkylation of enolates pKa 1618pKa20Eqbm lies near ketoneif add Sn2 electrophile CHI rates kACHI where kconstant33well see a lot of alkoxide Sn2 productbc pKas are close to each otherSolution use very strongnon nucleophilic base Lithium Diisopropyl Amide LDAMake this by treating amine w BuLipKa50pKa Theres a pKa difference of 20 from the previous oneits all going to go to the enolateno ketone left Ochem Page 1
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