Question

The reaction of pyrrole with bromine forms predominantly __________. View Available Hint(s) The reaction of pyrrole with bromine forms predominantly __________. 2-bromopyrrole 2,3-dibromopyrrole N-bromopyrrole 3-bromopyrrole

Answer 1

a) 2-bromopyrrole

Step-by-step explanation:

Our options for this questions are:

a) 2-bromopyrrole

b) 2,3-dibromopyrrole

c) N-bromopyrrole

d) 3-bromopyrrole

To understand how the reaction works we have to start with the resonance structures. (Figure 1), on these structures, we will obtain a negative charge on carbon 2 in the pyrrole ring, therefore on this carbon we can generate an attack to an electrophile.

The second step is to check how the mechanism take place. An electrophile is generated by the
`Br_2` and
`FeBr_3`. This electrophile can be attacked by the negative charge on carbon 2 producing the 2-bromopyrrole. (See figure 2).

I hope it helps!