The present study reports the synthesis of 2,2′- dinitrodiphenylmethanes from 2-bromoaniline and formaldehyde in acidic medium followed by nitration using potassium nitrate in 98% H2SO4. Dichloro derivatives of 2,2′- dinitrodiphenylmethanes have been synthesized by Sandmeyer’s reaction. The chemical structure of these compounds have been confirmed by UV-visible, FTIR and 1H-NMR spectroscopic analysis. The compounds have been screened for their antibacterial and antifungal activity.