When 2-chloro-2-methylpentane is heated with CN−, the majority product is:
A nitrile via substitution
An alkene via elimination
Neither a nor b
Both a and b in nearly equal proportions
Clearly, the substrate is a tertiary one and it is not suitable for an SN2. Also, heat drives the reaction towards elimination:
SN1 solvolysis of 1-(bromomethyl)cyclohex-1-ene in ethanol gives: