118K Dehydrobromination

118K - Michael H Tam Mht347 Substitution Reaction In this lab we not only prepare 2-chloro-2

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Michael Tam (mht347) Dehydrobromination In this lab, we take a alkyl halide and prepare from it a alkyne via two E2 elimination, electrophillic addition reactions. The first step of the reaction has the base, OH, induce a elimination of hydrogenhalide to give bromo-alkene. Antiperiplanar configuration has to occur between the leaving group, Br, and the Hydrogen. We don’t need to worry about the syn periplanar conformation because the temperature required for that elimination reaction to occur is too high. We have to choose a high BP solvent, triethylene glycol in this experiment, because this reaction occurs at a high temperature. If we didn’t use a high BP solvent, our solvent would evaporate and the reaction would have no medium to occur in. Methanol can be used as a solvent if we use the microwave. In this lab, we compare the effectiveness of a microwave to the effectiveness of a hotplate. Given
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This note was uploaded on 09/25/2011 for the course CH 118K taught by Professor Fjetland during the Spring '08 term at University of Texas at Austin.

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118K - Michael H Tam Mht347 Substitution Reaction In this lab we not only prepare 2-chloro-2

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