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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.