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Unformatted text preview: CHM 1321 Assignment #5 In this assignment: - S N 2 reactions - S N 1 reactions (these occur primarily when there is a tertiary alpha carbonwill be seen in class shortly) 1. Use arrow notation to show the mechanisms of the following reactions. Use your mechanism to predict the product of the reaction. Identify the nucleophile, its nucleophilic atom, the carbon of the electrophile and the leaving group. a) Cl + CH 3 CH 2 ONa CH 3 CH 2 OH b) Br + NaCN acetone c) Cl + NaI acetone d) OH Br acetone + (CH 3 ) 3 CO e) HO OH H 2 SO 4 f) Br H 3 C NaOCH 3 CH 3 OH g) Hint: (CH 3 ) 3 CO is a hindered base HO + Br weak base Hint: The most reactive position has the most negative formal charge NH 2 2. A solution of 0.25 M cyclohexylbromide and 0.36 M CH 3 NH 2 is created. Measurements show that the reaction produces 3.6 X 10-7 mol L-1 of product each second. a) Calculate the rate constant for the reaction....
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