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Toluene is nitrated and the resulting product is reduced witht in and hydrochloric acid. The product so obtained is diazotised and then heated wth cuprous bromide. The reaction mixture so formed contains
The bulky methyl groups are at maximum distance from each other.
Reaction of one molecule of HBr with one molecule of 1, 3-butadiene at 40°C gives predominantly
All the three compounds have same electron-releasing groups, but the presence of two such groups in II and III make them more reactive than I. Further note that in m-xylene (II), the two methyl groups cooperate each other at two positions, while in III no position is activated by both the groups.