Interactions between substituents in the benzene ring. Experimental and theoretical study of methoxy substituted acetophenones

Standard

Interactions between substituents in the benzene ring. Experimental and theoretical study of methoxy substituted acetophenones. / Samarov, Artemiy A. ; Riabchunova, Anastasiia V. ; Verevkin, Sergey P. .

в: Journal of Chemical Thermodynamics, Том 173, 106847, 10.2022.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

BibTeX

@article{45d9f5d5aa1049a4a24ef768c2063935,

title = "Interactions between substituents in the benzene ring. Experimental and theoretical study of methoxy substituted acetophenones",

abstract = "The mutual interaction of substituents in the aromatic ring is one of the fundamentals of organic chemistry. Acetyl and methoxy substituted benzenes are abundant in value added lignin valorisation products. Using the transpiration method, the absolute vapor pressures of methoxy-acetophenones were measured and used to calculate the standard molar enthalpies of vaporisation. The new thermodynamic results and those available in the literature were evaluated in this work using structure–property correlations. The gas-phase standard molar enthalpies formation of methoxy-acetophenones were estimated using a high-level quantum chemical method G4. The pair-wise interactions of acetyl and methoxy substituents were derived in the frame of a “centerpiece” group-contribution approach. It was shown that in the case of agglomeration of up to three substituents in the benzene ring, no additional interactions are generally required for a reliable prediction of the thermodynamic properties of value-added compounds from lignin utilization processes.",

keywords = "vapour pressure, Enthalpy of vaporisation, enthalpy of formation, quantum-chemical calculations, Group-additivity, Structure–property relationships, Vapour pressure, Enthalpy of formation, Quantum-chemical calculations",

author = "Samarov, {Artemiy A.} and Riabchunova, {Anastasiia V.} and Verevkin, {Sergey P.}",

note = "Publisher Copyright: {\textcopyright} 2022 Elsevier Ltd",

year = "2022",

month = oct,

doi = "10.1016/j.jct.2022.106847",

language = "English",

volume = "173",

journal = "Journal of Chemical Thermodynamics",

issn = "0021-9614",

publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Interactions between substituents in the benzene ring. Experimental and theoretical study of methoxy substituted acetophenones

AU - Samarov, Artemiy A.

AU - Riabchunova, Anastasiia V.

AU - Verevkin, Sergey P.

PY - 2022/10

Y1 - 2022/10

N2 - The mutual interaction of substituents in the aromatic ring is one of the fundamentals of organic chemistry. Acetyl and methoxy substituted benzenes are abundant in value added lignin valorisation products. Using the transpiration method, the absolute vapor pressures of methoxy-acetophenones were measured and used to calculate the standard molar enthalpies of vaporisation. The new thermodynamic results and those available in the literature were evaluated in this work using structure–property correlations. The gas-phase standard molar enthalpies formation of methoxy-acetophenones were estimated using a high-level quantum chemical method G4. The pair-wise interactions of acetyl and methoxy substituents were derived in the frame of a “centerpiece” group-contribution approach. It was shown that in the case of agglomeration of up to three substituents in the benzene ring, no additional interactions are generally required for a reliable prediction of the thermodynamic properties of value-added compounds from lignin utilization processes.

AB - The mutual interaction of substituents in the aromatic ring is one of the fundamentals of organic chemistry. Acetyl and methoxy substituted benzenes are abundant in value added lignin valorisation products. Using the transpiration method, the absolute vapor pressures of methoxy-acetophenones were measured and used to calculate the standard molar enthalpies of vaporisation. The new thermodynamic results and those available in the literature were evaluated in this work using structure–property correlations. The gas-phase standard molar enthalpies formation of methoxy-acetophenones were estimated using a high-level quantum chemical method G4. The pair-wise interactions of acetyl and methoxy substituents were derived in the frame of a “centerpiece” group-contribution approach. It was shown that in the case of agglomeration of up to three substituents in the benzene ring, no additional interactions are generally required for a reliable prediction of the thermodynamic properties of value-added compounds from lignin utilization processes.

KW - vapour pressure

KW - Enthalpy of vaporisation

KW - enthalpy of formation

KW - quantum-chemical calculations

KW - Group-additivity

KW - Structure–property relationships

KW - Vapour pressure

KW - Enthalpy of formation

KW - Quantum-chemical calculations

UR - http://www.scopus.com/inward/record.url?scp=85132750392&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/61ca7462-49ee-394a-b6f0-fffc622425b6/

U2 - 10.1016/j.jct.2022.106847

DO - 10.1016/j.jct.2022.106847

M3 - Article

VL - 173

JO - Journal of Chemical Thermodynamics

JF - Journal of Chemical Thermodynamics

SN - 0021-9614

M1 - 106847

ER -

ID: 100211984