- #1
mystic-
- 2
- 0
hey i wanted help on understanding a particular reaction
we have a compound
1(4-Nitrophenyl)-1-phenylpropan-2-ol and its reaction with concentrated sulphuric acid at the suitable temperature.
Actually our teacher said that it would form 1(4-Nitrophenyl)-1-phenylprop-1-ene after the elimination reaction but i was wondering that since NO2 is a strong deactivating -R group so it will not let the carbocation get stabilised at that position.
Am i thinking right that one of the resonating structures of the product so formed would lead to great destabilisation and increase in total energy content?
this is contradictory as this would give the compound with formula 3(4-Nitrophenyl)-3-phenylprop-1-ene
Could anybody give me the explanation for the product?
Thanks anyway
we have a compound
1(4-Nitrophenyl)-1-phenylpropan-2-ol and its reaction with concentrated sulphuric acid at the suitable temperature.
Actually our teacher said that it would form 1(4-Nitrophenyl)-1-phenylprop-1-ene after the elimination reaction but i was wondering that since NO2 is a strong deactivating -R group so it will not let the carbocation get stabilised at that position.
Am i thinking right that one of the resonating structures of the product so formed would lead to great destabilisation and increase in total energy content?
this is contradictory as this would give the compound with formula 3(4-Nitrophenyl)-3-phenylprop-1-ene
Could anybody give me the explanation for the product?
Thanks anyway