Predicting the Product of an electrophilic addition reaction

What product would you expect from reaction of HCl with 1-ethylcyclopentene?

S t r a t e g y
When solving a problem that asks you to predict a reaction product, begin by looking at the functional group(s) in the reactants and deciding what kind of reaction is likely to occur. In the present instance, the reactant is an alkene that will probably undergo an electrophilic addition reaction with HCl. Next, recall what you know about electrophilic addition reactions and use your
knowledge to predict the product. You know that electrophilic addition reactions follow Markovnikov’s rule, so H^+ will add to the double-bond carbon that has one alkyl group (C2 on the ring) and the Cl will add to the double-bond carbon that has two alkyl groups (C1 on the ring).