Conformational and isomerizational studies of 3-N,N-dimethylhydrazino-2-acetyl propenenitrile using X-ray analysis, NMR and vibrational spectra, and ab initio calculations

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F09%3A00021872" target="_blank" >RIV/60461373:22340/09:00021872 - isvavai.cz</a>

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Conformational and isomerizational studies of 3-N,N-dimethylhydrazino-2-acetyl propenenitrile using X-ray analysis, NMR and vibrational spectra, and ab initio calculations

Popis výsledku v původním jazyce

The IR, Raman and NMR spectra of 3-N,N-dimethylhydrazino-2-acetyl propenenitrile (DMHAP) [(H3C)(2) N-NH-CH=C(CN)(COCH3)] were measured. X-ray analysis revealed that DMHAP exists in solid state as ZZa conformer Vibrational and NMR spectra confirmed the existence of only one ZZa conformer with in intramolecular hydrogen bond in less polar solvents and next two EZa and EZs conformers of E-isomer with Z-orientation of acetyl group and anti and syn orientation of dimethylhydrazino group in more polar environments. The observed IR and Raman bands were compared with harmonic vibrational frequencies, calculated using ab initio MP2 and DFT/B3LYP methods in 6-31G** basis set, and assigned on the basis of potential energy distribution. In addition. the geometriesand relative energies of the possible isomers and conformers of DMHAP were also evaluated on the same levels and compared with the X-ray data. The influence of environment polarity on this conformational equilibrium is discussed with res

Název v anglickém jazyce

Conformational and isomerizational studies of 3-N,N-dimethylhydrazino-2-acetyl propenenitrile using X-ray analysis, NMR and vibrational spectra, and ab initio calculations

Popis výsledku anglicky

The IR, Raman and NMR spectra of 3-N,N-dimethylhydrazino-2-acetyl propenenitrile (DMHAP) [(H3C)(2) N-NH-CH=C(CN)(COCH3)] were measured. X-ray analysis revealed that DMHAP exists in solid state as ZZa conformer Vibrational and NMR spectra confirmed the existence of only one ZZa conformer with in intramolecular hydrogen bond in less polar solvents and next two EZa and EZs conformers of E-isomer with Z-orientation of acetyl group and anti and syn orientation of dimethylhydrazino group in more polar environments. The observed IR and Raman bands were compared with harmonic vibrational frequencies, calculated using ab initio MP2 and DFT/B3LYP methods in 6-31G** basis set, and assigned on the basis of potential energy distribution. In addition. the geometriesand relative energies of the possible isomers and conformers of DMHAP were also evaluated on the same levels and compared with the X-ray data. The influence of environment polarity on this conformational equilibrium is discussed with res

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CB - Analytická chemie, separace

OECD FORD obor

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Projekt

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Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2009

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Molecular Structure

ISSN

0022-2860

e-ISSN

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Svazek periodika

938

Číslo periodika v rámci svazku

1-3

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

14

Strana od-do

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Kód UT WoS článku

000272896300016

EID výsledku v databázi Scopus

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