DIMETHYL FORMAMIDE C3H7NO

Due to the contribution of the two possible resonance structures of an amide, the bond order of the carbonyl C=O bond is reduced, while that of the carbon-nitrogen bond is increased. Thus the infrared spectrum of DMF shows a lower C=O stretching frequency at 1675 cm1[3] than an unsubstituted C=O bond. Also, because of the partial double bond character, the rotation about the C-N axis is slow at room temperature, making the two methyl groups inequivalent on the NMR time scale, giving rise to two singlets of 3 protons each at 2.97 and 2.88,[3] instead of one singlet of 6 protons in the proton NMR spectrum.

DIMETHYL SULFOXIDE (CH3)2SO