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A Linear Solvation Energy Relationship Study for the Reactivity of 2-(4-Substituted Phenyl)-cyclohex-1-enecarboxylic, 2-(4-Substituted Phenyl)-benzoic, and 2-(4-Substituted Phenyl)-acrylic Acids with Diazodiphenylmethane in Various Solvents

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2010
Authors
Nikolić, Jasmina
Ušćumlić, Gordana
Juranić, Ivan
Article (Published version)
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Abstract
The reactivities of 2-(4-substituted phenyl)-cyclohex-1-enecarboxylic acids, 2-(4-substituted phenyl)-benzoic acids, and 2-(4-substituted phenyl)-acrylic acids with diazodiphenylmethane in various solvents were investigated. To explain the kinetic results through solvent effects, the second-order rate constants of the examined acids were correlated using the Kamlet-Taft solvatochromic equation. The correlations of the kinetic data were carried out by means of multiple linear regression analysis, and the solvent effects on the reaction rates were analyzed in terms of initial and transition state contributions. The signs of the equation coefficients support the proposed reaction mechanism. The solvation models for all investigated carboxylic acids are suggested. The quantitative relationship between the molecular structure and the chemical reactivity is discussed, as well as the effect of geometry on the reactivity of the examined molecules.
Source:
International Journal of Chemical Kinetics, 2010, 42, 7, 430-439
Publisher:
  • Wiley-Blackwell, Malden
Funding / projects:
  • Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-142063)
  • Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology (RS-142010)

DOI: 10.1002/kin.20497

ISSN: 0538-8066

WoS: 000278980900004

Scopus: 2-s2.0-77953221694
[ Google Scholar ]
3
1
URI
http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1618
Collections
  • Radovi istraživača / Researchers’ publications (TMF)
Institution/Community
Tehnološko-metalurški fakultet
TY  - JOUR
AU  - Nikolić, Jasmina
AU  - Ušćumlić, Gordana
AU  - Juranić, Ivan
PY  - 2010
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1618
AB  - The reactivities of 2-(4-substituted phenyl)-cyclohex-1-enecarboxylic acids, 2-(4-substituted phenyl)-benzoic acids, and 2-(4-substituted phenyl)-acrylic acids with diazodiphenylmethane in various solvents were investigated. To explain the kinetic results through solvent effects, the second-order rate constants of the examined acids were correlated using the Kamlet-Taft solvatochromic equation. The correlations of the kinetic data were carried out by means of multiple linear regression analysis, and the solvent effects on the reaction rates were analyzed in terms of initial and transition state contributions. The signs of the equation coefficients support the proposed reaction mechanism. The solvation models for all investigated carboxylic acids are suggested. The quantitative relationship between the molecular structure and the chemical reactivity is discussed, as well as the effect of geometry on the reactivity of the examined molecules.
PB  - Wiley-Blackwell, Malden
T2  - International Journal of Chemical Kinetics
T1  - A Linear Solvation Energy Relationship Study for the Reactivity of 2-(4-Substituted Phenyl)-cyclohex-1-enecarboxylic, 2-(4-Substituted Phenyl)-benzoic, and 2-(4-Substituted Phenyl)-acrylic Acids with Diazodiphenylmethane in Various Solvents
EP  - 439
IS  - 7
SP  - 430
VL  - 42
DO  - 10.1002/kin.20497
ER  - 
@article{
author = "Nikolić, Jasmina and Ušćumlić, Gordana and Juranić, Ivan",
year = "2010",
abstract = "The reactivities of 2-(4-substituted phenyl)-cyclohex-1-enecarboxylic acids, 2-(4-substituted phenyl)-benzoic acids, and 2-(4-substituted phenyl)-acrylic acids with diazodiphenylmethane in various solvents were investigated. To explain the kinetic results through solvent effects, the second-order rate constants of the examined acids were correlated using the Kamlet-Taft solvatochromic equation. The correlations of the kinetic data were carried out by means of multiple linear regression analysis, and the solvent effects on the reaction rates were analyzed in terms of initial and transition state contributions. The signs of the equation coefficients support the proposed reaction mechanism. The solvation models for all investigated carboxylic acids are suggested. The quantitative relationship between the molecular structure and the chemical reactivity is discussed, as well as the effect of geometry on the reactivity of the examined molecules.",
publisher = "Wiley-Blackwell, Malden",
journal = "International Journal of Chemical Kinetics",
title = "A Linear Solvation Energy Relationship Study for the Reactivity of 2-(4-Substituted Phenyl)-cyclohex-1-enecarboxylic, 2-(4-Substituted Phenyl)-benzoic, and 2-(4-Substituted Phenyl)-acrylic Acids with Diazodiphenylmethane in Various Solvents",
pages = "439-430",
number = "7",
volume = "42",
doi = "10.1002/kin.20497"
}
Nikolić, J., Ušćumlić, G.,& Juranić, I.. (2010). A Linear Solvation Energy Relationship Study for the Reactivity of 2-(4-Substituted Phenyl)-cyclohex-1-enecarboxylic, 2-(4-Substituted Phenyl)-benzoic, and 2-(4-Substituted Phenyl)-acrylic Acids with Diazodiphenylmethane in Various Solvents. in International Journal of Chemical Kinetics
Wiley-Blackwell, Malden., 42(7), 430-439.
https://doi.org/10.1002/kin.20497
Nikolić J, Ušćumlić G, Juranić I. A Linear Solvation Energy Relationship Study for the Reactivity of 2-(4-Substituted Phenyl)-cyclohex-1-enecarboxylic, 2-(4-Substituted Phenyl)-benzoic, and 2-(4-Substituted Phenyl)-acrylic Acids with Diazodiphenylmethane in Various Solvents. in International Journal of Chemical Kinetics. 2010;42(7):430-439.
doi:10.1002/kin.20497 .
Nikolić, Jasmina, Ušćumlić, Gordana, Juranić, Ivan, "A Linear Solvation Energy Relationship Study for the Reactivity of 2-(4-Substituted Phenyl)-cyclohex-1-enecarboxylic, 2-(4-Substituted Phenyl)-benzoic, and 2-(4-Substituted Phenyl)-acrylic Acids with Diazodiphenylmethane in Various Solvents" in International Journal of Chemical Kinetics, 42, no. 7 (2010):430-439,
https://doi.org/10.1002/kin.20497 . .

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