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epoxideRxnsKEY 118a - H 2 O h i O 1 LiAlH 4 ether OH 2 H 2...

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Jim Hollister Chemistry 118A Workshop LSC. UCDavis EPOXIDE REACTIONS: 1) acid catalyst OCH 3 dilute H 2 SO 4 , CH 3 OH O OH O dilute aqueous HBr OH OH O conc HBr Br OH O excess conc. HBr Br Br a) b) d) e) O dilute HBr in CH 3 OH OCH 3 OH c) 2 equivs of conc HBr or
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2) Anionic Nucleophiles O 1. NaOCH 3 OH OCH 3 2. H + , H 2 O f) O 1. CH 3 Li, ether OH CH 3 2. H
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Unformatted text preview: + , H 2 O h) i) O 1. LiAlH 4 , ether OH 2. H 2 O or ROH O OH OCH 3 g) O 1. CH 3 MgBr OH CH 3 2. H + , H 2 O j) OH OH OH OR You might argue also or NaOCH 3 in H 2 O or ROH O 1. LiAlD 4 , ether 2. H 2 O or ROH k) O 1. LiAlH 4 , ether 2. D 2 O or ROD l) OH OD D...
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