elimination - E2 - Elimination Part A, p. 337: Elimination...

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Chem 341 - E2 Elimination, Copyright D.J. Dyer & SIUC 1 E2 - Elimination Part A, p. 337: Elimination with potassium hydroxide. Part B, p. 339: Elimination with potassium t-butoxide. Work in pairs, one person does Part A, the other Part B. Important Concepts • E1 vs E2 mechanisms • Rate determining step and rate laws • Steric hinderance • Zaitsev’s rule • Bromine test for unsaturation • Using GC and 1 H NMR to determine product ratios
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Chem 341 - E2 Elimination, Copyright D.J. Dyer & SIUC 2 R R H X R' R' (1) X = Leaving Group (e.g. Cl, Br, I, etc.) E1 Mechanism Elimination Reactions Used to synthesize double bonds R R H R' R' Slow R R H R' R' (2) B R R' R R' Fast Rate determining step Rate = K 1 [alkyl halide] R R H X R' R' B R R' R R' E2 Mechanism Concerted mechanism Rate = K 2 [alkyl halide] [base] bond breaking and formation occurs simultaneously.
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Chem 341 - E2 Elimination, Copyright D.J. Dyer & SIUC 3 Our Reaction Br Base Photosource: † http://www.ksu.ru/chmku/ Alexander Zaitsev (1841 - 1910) Born in Kazan Russia Kazan University Zaitsev’s Rule The major product is the most thermodynamically stable.
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This note was uploaded on 04/04/2011 for the course CHEM 341 taught by Professor Staff during the Fall '08 term at SIU Carbondale.

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elimination - E2 - Elimination Part A, p. 337: Elimination...

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