Question

5. (8 marks) Which reaction, 1, 2, or 3 in each group, will be either faster or more likely to succeed in forming significant amounts of desired product. Give a brief, but clear and very concise explanation for all your choices

5. (8 marks) Which reaction, 1, 2, or 3 in each group, will be either faster or more likely to succeed in forming significant amounts of desired product. Give a brief, but clear and very concise explanation for all your choices (а) NaCN Reaction 1 DMSO Br CN NaCN Reaction 2 Br CH3CH20H CN NaCN Reaction 3 Br CH3CH20H CN Slowest or least likely Fastest or most likely Why? (b) CH3COO- Na Reaction 1 acetone CH30 Na Reaction 2 Br аcetone CH3COO Na Reaction 3 "Br acetone Slowest or least likely Fastest or most likely Why?

Answer 1

Order of reactivity 5a. Reaction 1 Reaction 3 Reaction 2 DMSO will solvate the cation making anion more reactivity Less hindered alkyl halide 5b. Reaction 2 Reaction 3 Reaction 1 CH30 is a better nucloephile among all three Br is a better leaving than F