mononitration of 3-bromochlorobenzene?

Question

hey guys,
in the mononitration of 3-bromochlorobenze: i know that both Br and Cl are ortho-para directors. but in case when both happen to be on the same ring is true that Br dominates (since it is easier for the Br to send its electrons rather than Cl). In this particular question would the NO2 go in the position 2 (between the Br and the Cl),or it wouldnt be favoured because of the steric hendrance??

Thanks

Answer 1

I have to respectfully disagree with the other answerer. Because of steric hindrance (the Br is about the size of a methyl group, and NO2 is a large incoming group) the 2-nitro substituted product would be a very small fraction. In addition, although Cl and Br are o/p directors, they're both deactivators, so the steric hindrance is going to play an even bigger role. I believe the 6-nitro (on the other side of the chlorine) would be the major product, but like the other answerer said, you're going to get a mixture in any case.

Answer 2

The position in between the Br and the Cl is ortho to both of them, of course! That might help it overcome any steric hindrance. But you're bound to get a mixture of products, anyway. This is organic chemistry, after all!

Answer 3

i recognize i admire: My contacts :D they're all attractive, Princess of Y!A even nonetheless she would not love her puppy lower back Molly she jogs my memory of something solid haha Rick James- he's a hater nonetheless lmao Raul i will do you sometime quickly Mr. song- he jogs my memory of song and that i'm in love with song. Wtf singles and relationship? Haha next time I could seem at the place the question is starrrred lmao.