Energetics and structural properties of neutral and deprotonated phenyl carbinols

Abstract

Theoretical and experimental studies on the energetics, structure and other physicochemical properties of neutral 1-phenylethanol (1OH), diphenylmethanol (2OH) and triphenylmethanol (3OH) and their corresponding deprotonated anions (oxyanions, formed by deprotonation of the OH group) are reported in this work. The standard enthalpies of formation in the gas phase at 298.15 K, (g) have been determined. Quantum chemical calculations, at the DFT (particularly M05-2X method) and in some cases at the ab initio (G3) levels, have shed light on structural and electronic effects on the thermodynamic stability and intrinsic acidity of the studied compounds. These calculations con rmed the excellent consistency of the experimental results.

Thermochemical and structural studies of gallic and ellagic acids

“…It is important to mention that the G3 theoretical procedure modifies and corrects many of the deficiencies of the Gn (n=1, 2) theory and in turn, G4 improves G3 mainly in the geometry optimizations and zero-point energy corrections. The level of theory employed in the present work is expected to provide reasonable values of reaction energetics [22].…”

Revision and Extension of a Generally Applicable Group-Additivity Method for the Calculation of the Standard Heat of Combustion and Formation of Organic Molecules

“…An especially extended amount of research has been done with hydrocarbons including alkanes, alkenes, alkynes, and aromatics , forming the core of the various carbon groups. In addition, many data have dealt specifically with alcohols and phenol derivatives [61][62][63][64][65][66][67][68][69][70][71][72][73][74], ethers [75][76][77][78][79][80][81][82][83][84], carbaldehydes [85][86][87][88][89][90][91][92][93][94], ketones [95][96][97][98][99][100][101][102][103][104][105][106][107][108][109]...…”

Caracterización, Mediante Espectrometría De Masas De Alta Resolución Maldi/Ft-Icr, De Taninos Hidrolizables De La Tara

“…Todos los cálculos se realizaron utilizando el paquete Gaussian 09 16 . El nivel de la teoría empleado ha mostrado ser una de las más adecuadas para el estudio estructural y energético de especies fenólicas y polifenólicas 17,18 . Los cálculos computacionales realizados sirvieron para dar soporte a los argumentos que sostenemos en la discusión de los resultados obtenidos.…”