Chemistry Reference
In-Depth Information
Since the starting olefin is asymmetrical, there are two possible products as
illustrated below.
Considering Markovnikov's rule, 2-bromopropane is expected to form in greater
quantity compared to 1-bromopropane.
Since the starting olefin is asymmetrical, there are initially only two products to
consider as illustrated below.
However, recognizing that the initial protonation of the olefin generates positive
charges on two adjacent carbon atoms (Scheme 7.6) and that the positive charge
at the secondary center is capable of receiving a 1,2-hydride shift (Chapter 5),
generation of a tertiary carbocation is possible as illustrated below.
