Theoretical Investigation of Solvation Effects on the Tautomerism of Maleic Hydrazide

Abstract

A DFT study is used to calculate structural data of tautomers of maleic hydrazide (MH) in the gas phase and selected solvents such as benzene (non-polar solvent), tetrahydrofuran (polar aprotic solvent) and methanol (protic solvent), dimethyl sulfoxide (polar aprotic solvent) and water (protic solvent) using PCM model. All tautomers are optimized at the B3LYP/6−31++G(d,p). The results show that the tautomer MH₂except in methanol is more stable than the other tautomers but in methanol MH₅ (Diol) is more stable. In addition, stability of the tautomers in deferent solvents shows interesting results. Variation of dipole moments and NBO charges on atoms in the solvents were studied.