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Under second-order conditions (strong base/nucleophile), SN2 and E2 reactions may occur
Chapter 7, Problem PROBLEM 7-23(choose chapter or problem)
Under second-order conditions (strong base/nucleophile), SN2 and E2 reactions may occur simultaneously and compete with each other. Show what products might be expected from the reaction of 2-bromo-3-methylbutane (a moderately hindered 2 alkyl halide) with sodium ethoxide
Questions & Answers
QUESTION:
Under second-order conditions (strong base/nucleophile), SN2 and E2 reactions may occur simultaneously and compete with each other. Show what products might be expected from the reaction of 2-bromo-3-methylbutane (a moderately hindered 2 alkyl halide) with sodium ethoxide
ANSWER:Step 1 of 4
Bimolecular nucleophilic substitution reactions
Nucleophilic substitution reactions that are carried out in a single step are called bimolecular reactions or reactions. In mechanism, the nucleophile attacks on the backside of the substrate, causing a simultaneous removal of leaving group. A transition state is formed with pentacoordinated carbon.
Bimolecular elimination
Elimination reactions in which both the leaving groups are removed in a single step are called bimolecular elimination reactions or E2 reactions. In the E2 elimination mechanism, a strong nucleophile attacks the substrate to simultaneously remove both the leaving groups giving an alkene as the product.