Solvent and Structural Effects on the Activation Parameters of the Reaction of Carboxylic Acids with Diazodiphenylmethane
Abstract
The kinetics of the reaction of benzoic, 2-methylbenzoic, phenylacetic, cyclohex-1-enecarboxylic, 2-methylcyclohex-1-enecarboxylic, and cyclohex-1-eneacetic acids with diazodiphenylmethane was studied at 30, 33, 37, 40, and 45 degrees C in a set of 12 protic and aprotic solvents. The reactions were found to follow the second-order kinetics. The activation energy as well as the activation parameters, such as the standard entropy, the standard enthalpy, and the standard Gibbs energy of the activation, was calculated from the second-order rate constants. The solvent and structural effects on the activation energy and the standard Gibbs energy of activation, for each examined compound, were analyzed. The results of KamletTaft multiple correlation analysis show that the specific solventsolute interactions play a dominant role in the governing of the reaction. The signs of the equation coefficients support the proposed reaction mechanism.
Source:
International Journal of Chemical Kinetics, 2013, 45, 4, 256-265Publisher:
- Wiley-Blackwell, Hoboken
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.1002/kin.20762
ISSN: 0538-8066
WoS: 000315352700006
Scopus: 2-s2.0-84874441115
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Nikolić, Jasmina AU - Ušćumlić, Gordana PY - 2013 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2514 AB - The kinetics of the reaction of benzoic, 2-methylbenzoic, phenylacetic, cyclohex-1-enecarboxylic, 2-methylcyclohex-1-enecarboxylic, and cyclohex-1-eneacetic acids with diazodiphenylmethane was studied at 30, 33, 37, 40, and 45 degrees C in a set of 12 protic and aprotic solvents. The reactions were found to follow the second-order kinetics. The activation energy as well as the activation parameters, such as the standard entropy, the standard enthalpy, and the standard Gibbs energy of the activation, was calculated from the second-order rate constants. The solvent and structural effects on the activation energy and the standard Gibbs energy of activation, for each examined compound, were analyzed. The results of KamletTaft multiple correlation analysis show that the specific solventsolute interactions play a dominant role in the governing of the reaction. The signs of the equation coefficients support the proposed reaction mechanism. PB - Wiley-Blackwell, Hoboken T2 - International Journal of Chemical Kinetics T1 - Solvent and Structural Effects on the Activation Parameters of the Reaction of Carboxylic Acids with Diazodiphenylmethane EP - 265 IS - 4 SP - 256 VL - 45 DO - 10.1002/kin.20762 ER -
@article{ author = "Nikolić, Jasmina and Ušćumlić, Gordana", year = "2013", abstract = "The kinetics of the reaction of benzoic, 2-methylbenzoic, phenylacetic, cyclohex-1-enecarboxylic, 2-methylcyclohex-1-enecarboxylic, and cyclohex-1-eneacetic acids with diazodiphenylmethane was studied at 30, 33, 37, 40, and 45 degrees C in a set of 12 protic and aprotic solvents. The reactions were found to follow the second-order kinetics. The activation energy as well as the activation parameters, such as the standard entropy, the standard enthalpy, and the standard Gibbs energy of the activation, was calculated from the second-order rate constants. The solvent and structural effects on the activation energy and the standard Gibbs energy of activation, for each examined compound, were analyzed. The results of KamletTaft multiple correlation analysis show that the specific solventsolute interactions play a dominant role in the governing of the reaction. The signs of the equation coefficients support the proposed reaction mechanism.", publisher = "Wiley-Blackwell, Hoboken", journal = "International Journal of Chemical Kinetics", title = "Solvent and Structural Effects on the Activation Parameters of the Reaction of Carboxylic Acids with Diazodiphenylmethane", pages = "265-256", number = "4", volume = "45", doi = "10.1002/kin.20762" }
Nikolić, J.,& Ušćumlić, G.. (2013). Solvent and Structural Effects on the Activation Parameters of the Reaction of Carboxylic Acids with Diazodiphenylmethane. in International Journal of Chemical Kinetics Wiley-Blackwell, Hoboken., 45(4), 256-265. https://doi.org/10.1002/kin.20762
Nikolić J, Ušćumlić G. Solvent and Structural Effects on the Activation Parameters of the Reaction of Carboxylic Acids with Diazodiphenylmethane. in International Journal of Chemical Kinetics. 2013;45(4):256-265. doi:10.1002/kin.20762 .
Nikolić, Jasmina, Ušćumlić, Gordana, "Solvent and Structural Effects on the Activation Parameters of the Reaction of Carboxylic Acids with Diazodiphenylmethane" in International Journal of Chemical Kinetics, 45, no. 4 (2013):256-265, https://doi.org/10.1002/kin.20762 . .