Exam 3 Review - Chem 210: Exam 3 Review SN1/SN2/E1/E2...

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Chem 210: Exam 3 Review SN1/SN2/E1/E2 Leaving group -X Halogen -X + -Ag -sulfonate ester -O + H 2 (in acid) - + N=N: To determine type of reaction ask yourself 2 questions: 1. What is the timing of the reaction(uni or bimolecular)? For SN, this is mainly determined by the electrophilic center. 2. What is the focus of the reaction (substitution or elimination)? This is mainly determined by the nucleophile. Assume it is SN: To address timing, look at the electrophilic center and C-LG relationship -If 0 o or 1 o , then it must be bimolecular (C + cannot form) SN2 -If 3 o , then it will be unimolecular (C + will be stabilized; alpha carbon is hindered so nucleophile cannot attack) SN1 -If 2 o or resonance-stabilized C + : look to nucleophile; if nucleophile is strong SN2 , if nucleophile is weaker and bigger SN1 Stereoimplications: Timing implies stereochemistry of products SN1 racemic mixture of R and S SN2 inverted stereochem Leaving group also impacts the rate of a reaction: It does not determine unimolecular or bimolecular, but
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This note was uploaded on 04/01/2008 for the course CHEM 210 taught by Professor Capolla during the Fall '07 term at University of Michigan.

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Exam 3 Review - Chem 210: Exam 3 Review SN1/SN2/E1/E2...

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