Substitution of the halogen atoms in ?-halogenonitro compounds of the aliphatic series. 5. Use of the MNDO method to explain the behavior of the chlorine atom in the substitution reactions of chloronitroacetic acid derivatives

Autor:	A. I. Yurtanov, I. V. Martynov, V. I. Shestov
Rok vydání:	1990
Předmět:	Substitution reaction chemistry.chemical_compound chemistry Group (periodic table) Stereochemistry Halogen Nitro Molecule MNDO General Chemistry Ethyl chloroacetate Medicinal chemistry Bond order
Zdroj:	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 39:1826-1831
ISSN:	1573-9171 0568-5230
DOI:	10.1007/bf00958246
Popis:	The geometric parameters, bond orders, and charge distributions in the molecules of ethyl nitroacetate (I), ethyl chloronitroacetate (II), chloronitroacetamide (III), ethyl chloroacetate (IV), and the anions of ethyl chloronitroacetate (V) and chloronitroacetamide (VI) were calculated by the MNDO method. On the basis of the calculated data and their comparison with the data from x-ray crystallographic analysis (XCA) it was concluded that the nitro group in (II) and (III) is substituted relatively easily, that the order of the C-N bond in (V) and (VI) is close to first, that the charges in the anions alternate, and that there is no conjugation in the C-Cl bond in the .
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d1b9ac6f2b7fb2ede22f023b789db852 https://doi.org/10.1007/bf00958246 Zobrazit plný text záznamu Full text from SpringerLink