Features of Nitration of Aromatic Aldehydes with the Difluoromethoxy Group

Abstract

Nitration of aromatic aldehydes with difluoromethoxy group results in the partial ipso-substitution of the aldehyde group if difluoromethoxy group is located in the para-position to the aldehyde group. The presence of a chlorine atom in the meta-position to the aldehyde group increases the contribution of the ipso-substitution, while the presence of a chlorine atom in the ortho-position to the aldehyde group reduces it. The presence of strong donors (alkoxy groups) in the molecule eliminates the contribution of the ipso-substitution.

Keywords

• difluorometoxybenzaldehydes
• nitration
• ipso-substitutuion