a) When (R)-3-bromo-1,1-dimethylcyclohexane is treated with NaSH, one product A is formed
with the molecular formula CgH16S.
Write the mechanism for the reaction with "curved arrows" and show the structure of A (2 p).
State whether the reaction is an SN1, SN2, E1 or E2 reaction (1 p).
b) When (1R,2R)-1,2-dimethylcyclohexanol is treated with strong acid, one product B with the
molecular formula CsH14 is predominately formed.
Write the mechanism for the reaction with "curved arrows" and show the structure of B (2 p).
State whether the reaction is an SN1, SN2, El or E2 reaction (1 p).
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