Several substituted styryl 2-pyrrolyl ketones have been prepared and their IR, 1H and 13C NMR spectra are recorded. The effect of substituent on carbonyl and >N-H stretching frequency was studied. The proton NMR correlated shifts (ppm) of the ethylenic and >NH protons of the chalcones investigated are assigned. The correlation of 13C NMR chemical shifts (ppm) of Cα and Cβ with Hammett substituent constants are not fair enough, σI and σR parameters also give poor correlations. Uniformly σI and σR parameters collectively explain substituent effect in few cases.