Question 13.6: What major product do you expect from the following reaction...

What major product do you expect from the following reaction?

\begin{matrix} CH_3 \qquad \qquad \,\,\,\,\,\\ CH_3CH_2\overset{|}{C} =CHCH_3 + HCl \longrightarrow ? \end{matrix}

ANALYSIS The reaction of an alkene with HCl leads to the formation of an alkyl chloride addition product according to Markovnikov’s rule. To make a prediction, look at the starting alkene and count the number of hydrogens attached to each double-bond carbon. Then write the product by attaching H to the carbon with more hydrogens and attaching Cl to the carbon with fewer hydrogens.