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6/26/2017 X. In the following reaction: Adding a small amount of sodium iodide i

ID: 555209 • Letter: 6

Question

6/26/2017 X. In the following reaction: Adding a small amount of sodium iodide increases the reaction rate significantly. Please explain. (4 points) VII. Both trans-1-chloro-3-tert-butylcyclohexane and cis-1-chloro-3-tert- butylcyclohexane undergo dehydrohalogenation when treated with KOH. However one isomer reacts much faster than the other. Which one is the more reactive one? Why? (4 pts) VIII. Match each of the following alkenes with its appropriate heat of hydrogenation: (10 pts) Heats of hydrogenation in kJ/mol: 151; 122; 114; 111, 105

Explanation / Answer

X. Iodide ion, I- is a very good leaving group, it will act as a catalyst. It will undergo nucleophilic
substitution reaction during which I- will act as a nucleophile trying to attack the alkyl chain.
and rest of the product fromation happens

VII.  The Cis isomer will react faster in this E2 elimination process, whereas in the trans isomer the
butyl group will be axial and so the reactive conformation will become more unstable
than the cis form which occurs less frequently.