Experimental and DFT study on a newly synthesized ethyl 2-cyano-3-[5-(phenyl-hydrazonomethyl)-1H-pyrrol-2-yl]-acrylate

•FT-IR spectrum of synthesized compound recorded and compared with the theoretical results.•Experimental and theoretical chemical shifts in 1H NMR spectrum indicated the formation of ECPHPA.•The computed first hyperpolarizability (ß0) found to be 35.76 × 10−30 esu of ECPHPA.•The electronic descriptors have been used to explain chemical reactivity.

A newly synthesized ethyl 2-cyano-3-[5-(phenyl-hydrazonomethyl)-1H-pyrrol-2-yl]-acrylate (ECPHPA) has been characterized by experimental measurements. The theoretically calculated results are in accordance with the experimental studies. All calculations have been performed using B3LY/6-31G(d,p) basis set. The oscillatory strength (f) and wavelength of various electronic excitations show π → π∗ nature of transitions. Natural bond orbital (NBO) analysis shows intramolecular conjugative/hyperconjugative interactions within the studied molecule. The result of hydrogen bonding is obvious in 1H NMR, FT-IR and NBO analyses as down field chemical shift, vibrational red shift and π1(C8N9) → σ∗(N1H24) interaction, respectively. Global electrophilicity index (ω = 4.80 eV) shows that ECPHPA is a strong electrophile and local reactivity descriptors indicate have reactive sites within molecule and undergo for the formation of various heterocyclic compounds. The first hyperpolarizability (β0) computed found to be 35.76 × 10−30 esu, evaluate the suitability of compound for non-linear optical (NLO) response.

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