Question

4. (4 pts) Label the nucleophile and electrophile and draw the products of the following Si2 reaction. Be sure to indicate the appropriate stereochemistry. acetone N3 (2 pts) Would the reaction above be faster or slower if each of the following substrates were used instead of trans-1-iodo-4-methylcyclohexane? 5. a. iodoethane FASTER SLOWER b. trans-1-chloro-4-methylcyclohexane FASTER SLOWER

Answer 1

4) The reaction follows SN2 mechanism hence there must be inversion in configuration N3 Нас Electrophile Nucleophile Нас 5) a) lodoethane is primay alkyl halide and hence it proceeds via SN2 reaction faster the the secondary alkyl halide. Thus answer is FAST b) lodine is a better leaving group than Cl and hence reaction with trans-1-chloro-4-methyl cyclohexane would be SLOWER