Lecture-15-Elim.pdf - CHEM 8A Lectures 14 15 ELIMINATION...

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CHEM 8A Lectures 14 & 15 ELIMINATION REACTIONS: E1 vs. E2 The products of an elimination reaction, whether by E1 or E2, almost always look identical. The difference is that the E1 mechanism occurs with weak bases and the E2 mechanism occurs in the presence of strong bases. Also, there are stereochemical concerns in the E2 mechanism. Use the examples of weak and strong bases to determine the products of each reaction Strong bases (E2) – Alkoxides, Hydroxide Weak bases (E1) – Water, Alcohols, Carboxylates Cl Cl Cl Cl KOt-Bu t-BuOH KOt-Bu t-BuOH CH 3 CO 2 Na CH 3 CO 2 H (1) (2) (3) (4) CH 3 OH
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CHEM 8A Lectures 14 & 15 SUBSITUTION AND ELIMINATION REACTIONS: S N 1 vs. S N 2 vs. E1 vs. E2 vs. NR Below are reactions of alkyl halides with nucleophiles and/or bases. Some reactions will give
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