December2PODkey9

December2PODkey9 - somewhat sterically hindered and the...

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December 2, 2009 Problem-of-the-Day For the following reaction, indicate whether the predominant mechanism is S N 1 or S N 2 and explain your reasoning clearly. Chem 128A, Fall 2009 Br + HBr S N 1 since formation of a secondary cation is okay, backside attack would be
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Unformatted text preview: somewhat sterically hindered and the nucleophile is rather weak. Ethanol (both the nucleophile and the solvent) is also a polar protic solvent, which disfavors S 2. OH O...
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