MCAT Question A Day - 4/27/13 - Answer!
1-butene undergoes electrophilic addition with HCl. The main product is
A. 1-chlorobutane.
B. 2-chlorobutane.
C. 1,1-chlorobutane.
D. 1-butyne.
The correct answer is (B). Markovnikov’s Rule indicates that the H of the electrophile will bond to the carbon atom already attached to most hydrogen atoms. Thus, the chloro group will bond to carbon-2 in the compound, the atom connected to the least number of hydrogen atoms.