Question
Which from following is obtained as major product when methoxybenzene is treated with nitrating mixture?
Which from following is obtained as major product when methoxybenzene is treated with nitrating mixture?
B. 4-Nitroanisole
Methoxybenzene (anisole) undergoes electrophilic aromatic substitution when treated with a nitrating mixture (conc. HNO _3 and conc. H _2 SO _4). The - OCH _3 group is an electron-donating group through the +R effect, which increases the electron density at the ortho and para positions of the benzene ring. Thus, it acts as an ortho, para-directing group. Nitration of methoxybenzene yields a mixture of 2-nitroanisole (ortho product) and 4-nitroanisole (para product). Due to steric hindrance at the ortho position caused by the bulky methoxy group, the para product, 4-nitroanisole, is formed as the major product. Answer: 4-Nitroanisole
Related: Chemistry — Hydrocarbons · All PYQ Banks