Chem62.Chapt15

Chem62.Chapt15 - Chapter 15-1 Grignard Reactions...

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Grignard Reactions Grignard reagents are organometallic reagents derived from an alkyl halide and magnesium Since the carbon carries a partial negative charge, the carbon is a strong base and a good nucleophile. R δ− —Mg δ + X Grignard reagent R—X + Mg CH 3 CH 2 δ− —Mg δ + Br CH 3 CH 2 —Br + Mg Chem 61 Organometallic Compounds Chapter 15-1 diethyl ether diethyl ether CH 3 CH 2 —H HOH ethylene oxide produces a primary alcohol 1. C 6 H 5 MgBr 2. H 2 O, H + O OH Lithium diorganocopper reagents Preparation: Organocopper reagents can be prepared from organo lithium reagents, Grignard reagents and organozinc reagents. Cuprates: Me 2 CuLi, Bu 2 CuLi for common readily available organolithium reagents. R—Li + LiX R—X + 2Li Higher Order Cuprates: somewhat more stable than dialkylcuprates 2 R—Li + CuCN R 2 CuLi R—Li R—Cu CuI R 2 CuCNLi 2
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Chapter 15-2 Chem 61 Organometallic Compounds Reactions They are used in nucleophilic opening of epoxides, displacement of halides and
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Chem62.Chapt15 - Chapter 15-1 Grignard Reactions...

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