Theoretical Investigation of Solvation Effects on the Tautomerism of Maleic Hydrazide

被引：4

作者：

Shabanian, Meisam ^{[1
]}

Moghanian, Hassan ^{[2
]}

Hajibeygi, Mohsen ^{[3
]}

Mohamadi, Azin ^{[1
]}

机构：

[1] Islamic Azad Univ, Arak Branch, Arak, Iran

[2] Islamic Azad Univ, Dezful Branch, Dept Chem, Dezful, Iran

[3] Islamic Azad Univ, Varamin Pishva Branch, Dept Chem, Varamin Pishva, Iran

来源：

E-JOURNAL OF CHEMISTRY | 2012年 / 9卷 / 01期

关键词：

DFT study; NBO analysis; PCM model; Maleic hydrazide; Tautomerism; AB-INITIO; CONTINUUM; HETEROCYCLES;

D O I：

10.1155/2012/976161

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 MH2 except 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.

引用

页码：107 / 112

页数：6

共 50 条

[41] Rapid detection of maleic hydrazide based on the hydrogel SERS platform
Fu, Xiaolong
Su, Bihang
Xu, Jinhua
Pan, Cheng
Huang, Shuping
Fu, Fengfu
Lin, Zhenyu
Dong, Yongqiang
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2025, 325
[42] Investigation of keto–enol tautomerism in tetraketonate ligands
Hamid Golchoubian
Ehsan Rezaee
Davood Farmanzadeh
Structural Chemistry, 2013, 24 : 481 - 489
[43] Experimental and theoretical study on structure-tautomerism among edaravone, isoxazolone, and their heterocycles derivatives as antioxidants
Queiroz, Auriekson N.
Martins, Camila C.
Santos, Kelton L. B.
Carvalho, Ederson S.
Owiti, Alex O.
Oliveira, Karen R. M.
Herculano, Anderson M.
da Silva, Alberico B. F.
Borges, Rosivaldo S.
SAUDI PHARMACEUTICAL JOURNAL, 2020, 28 (07) : 819 - 827
[44] Water Solvation Properties: An Experimental and Theoretical Investigation of Salt Solutions at Finite Dilution
Schmidt, Diedrich A.
Scipioni, Roberto
Boero, Mauro
JOURNAL OF PHYSICAL CHEMISTRY A, 2009, 113 (27): : 7725 - 7729
[45] High performance liquid chromatographic determination of maleic hydrazide residue in potatoes
Lee, WC
Li, TL
Chang, PC
Chou, SS
JOURNAL OF FOOD AND DRUG ANALYSIS, 2001, 9 (03) : 167 - 172
[46] Experimental and theoretical study of the cytosine tautomerism through excited states
Cherneva, Tsvetina D.
Todorova, Mina M.
Bakalska, Rumyana I.
Shterev, Ivan G.
Horkel, Ernst
Delchev, Vassil B.
JOURNAL OF MOLECULAR MODELING, 2023, 29 (10)
[47] Rapid analysis of maleic hydrazide in vegetables and fruits using capillary electrophoresis
Cho, R
JOURNAL OF THE FOOD HYGIENIC SOCIETY OF JAPAN, 2000, 41 (01): : 74 - 78
[48] Theoretical studies on the tautomerism of tetrazole selenone
Alireza Najafi Chermhini
Mostafa Abedi
Hossein Farrokhpour
Abbas Teimouri
Bahareh Reisi
Journal of Molecular Modeling, 2013, 19 : 4377 - 4386
[49] Peer review of the pesticide risk assessment of the active substance maleic hydrazide
EFSA JOURNAL, 2016, 14 (06)
[50] Theoretical studies on the tautomerism of tetrazole selenone
Chermhini, Alireza Najafi
Abedi, Mostafa
Farrokhpour, Hossein
Teimouri, Abbas
Reisi, Bahareh
JOURNAL OF MOLECULAR MODELING, 2013, 19 (10) : 4377 - 4386

← 1 2 3 4 5 →