TY - JOUR

T1 - Strength of Intramolecular Hydrogen Bonding in 2-Biphenylmethanol and 4-Biphenylmethanol

AU - Samarov, A. A.

AU - Verevkin, S. P.

N1 - Funding Information: SPV gratefully acknowledges financial support from the Government of Russian Federation (decree no. 220 of April 9, 2010), agreement no. 14.Z50.31.0038. Publisher Copyright: © 2021, Pleiades Publishing, Ltd.

PY - 2021/10/1

Y1 - 2021/10/1

N2 - Abstract: The absolute vapor pressures over the solid and liquid 2-biphenylmethanol and4-biphenylmethanol were measured using the transpiration method. The standardmolar enthalpies of vaporization/sublimation were derived from the temperaturedependence of vapor pressures. The standard molar enthalpy of fusion of2-biphenylmethanol was measured using DSC. The available data on solid-gas,liquid-gas and solid-liquid phase transitions available in the literature havebeen collected, combined with own experimental results and evaluated using thestructure-property relationships and quantum-chemical calculations. Thehigh-level G3MP2 and G4 quantum-chemical methods were used to establishconsistency of the experimental and theoretical results. Conformational analysisof 2-biphenylmethanol showed the possible presence of a hydrogen bond betweenthe hydroxyl group and the aromatic ring. The strength of the intramolecularhydrogen bonding in 2-biphenylmethanol and 4-biphenylmethanol was assessed fromthermochemistry and quantum-chemical calculations.

AB - Abstract: The absolute vapor pressures over the solid and liquid 2-biphenylmethanol and4-biphenylmethanol were measured using the transpiration method. The standardmolar enthalpies of vaporization/sublimation were derived from the temperaturedependence of vapor pressures. The standard molar enthalpy of fusion of2-biphenylmethanol was measured using DSC. The available data on solid-gas,liquid-gas and solid-liquid phase transitions available in the literature havebeen collected, combined with own experimental results and evaluated using thestructure-property relationships and quantum-chemical calculations. Thehigh-level G3MP2 and G4 quantum-chemical methods were used to establishconsistency of the experimental and theoretical results. Conformational analysisof 2-biphenylmethanol showed the possible presence of a hydrogen bond betweenthe hydroxyl group and the aromatic ring. The strength of the intramolecularhydrogen bonding in 2-biphenylmethanol and 4-biphenylmethanol was assessed fromthermochemistry and quantum-chemical calculations.

KW - enthalpy of formation; quantum-chemical calculations; intramolecular hydrogenbonding

KW - enthalpy of fusion

KW - enthalpy of sublimation

KW - vapour pressure; enthalpy of vaporization

KW - SERIES

KW - vapour pressure

KW - THERMOCHEMISTRY

KW - ENTHALPIES

KW - VAPOR-PRESSURES

KW - quantum-chemical calculations

KW - enthalpy of formation

KW - enthalpy of vaporization

KW - intramolecular hydrogen bonding

KW - BENCHMARK THERMODYNAMIC PROPERTIES

KW - VAPORIZATION

UR - http://www.scopus.com/inward/record.url?scp=85118699519&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/3a56247a-2ef5-3a73-89c1-c2f436b0d1c9/

U2 - 10.1134/s1070363221100042

DO - 10.1134/s1070363221100042

M3 - Article

AN - SCOPUS:85118699519

VL - 91

SP - 1946

EP - 1956

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 10

ER -