Why is it necessary to protect aniline as acetanilide before nitration?

I know u need to but why. Thanks

1 Answer

  • Skip
    Lv 5
    1 decade ago
    Favorite Answer

    Nitration requires strong mixtures of nitric and other (usually sulfuric) acids.

    Acids quickly protonate the NH2 group of aniline and convert it to a NH3+ group, which is strongly deactivating.

    Also, a nitration mixture can oxidize the NH2 group, and convert it to a variety of oxidized products.

    If you protect the amino group as an amide, then it is no longer basic, and it is not easily oxidized.

Still have questions? Get your answers by asking now.