Validity of the Hammett equation for isolated molecules: basicity of 3- and 4-substituted benzonitriles

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F04%3A00011341" target="_blank" >RIV/60461373:22310/04:00011341 - isvavai.cz</a>

Alternative codes found

RIV/61388963:_____/04:00100790

Result on the web

—

DOI - Digital Object Identifier

—

Result language

angličtina

Original language name

Validity of the Hammett equation for isolated molecules: basicity of 3- and 4-substituted benzonitriles

Original language description

Atomic and electronic energies of 27 3- and 4-substituted benzonitriles and of their protonated forms were calculated within the framework of density functional theory (DFT) at the B3LYP/6-311 + G(d,p) level. The substituent effects were expressed by isodesmic homodesmotic reactions, separately for the molecule of benzonitrile [eqn. (7)], for the protonated form [eqn. (8)] and for the resulting basicity [eqn. (6)]. With several molecules, actual site of protonation may be ambiguous and was determined inmost cases from the energies of both protonated forms. In particular 4-aminobenzonitrile, 3-formylbenzonitrile and both nitrobenzonitriles are protonated on the CN group, while 3-aminobenzonitrile and both dimethylaminobenzonitriles on the substituent.The behaviour of methylsulfonylbenzonitriles is still doubtful. The validity of the Hammett equation was tested by correlation with the energies of equally substituted benzoic acids. It holds within the gradually extended range of validit

Czech name

Validity of the Hammett equation for isolated molecules: basicity of 3- and 4-substituted benzonitriles

Czech description

Validity of the Hammett equation for isolated molecules: basicity of 3- and 4-substituted benzonitriles

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CF - Physical chemistry and theoretical chemistry

OECD FORD branch

—

Project

<a href="/en/project/LN00A032" target="_blank" >LN00A032: Structure and dynamics of complex molecular systems and biomolecules</a><br>

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2004

Confidentiality

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

Name of the periodical

Physical Chemistry Chemical Physics

ISSN

1463-9076

e-ISSN

—

Volume of the periodical

6

Issue of the periodical within the volume

14

Country of publishing house

GB - UNITED KINGDOM

Number of pages

8

Pages from-to

3864-71

UT code for WoS article

—

EID of the result in the Scopus database

—