title: Calorimetric and computational study of 3-buten-1-ol and 3-butyn-1-ol. Estimation of the enthalpies of formation of 1-alkenols and 1-alkynols.
abstract: The enthalpies of combustion and vaporization of 3-buten-1-ol and 3-butyn-1-ol have been measured by static bomb combustion calorimetry and correlation gas chromatography techniques, respectively, and the gas-phase enthalpies of formation, Delta(f)H degrees (m)(g), have been determined, the values being -147.3 +/- 1.8 and 16.7 +/- 1.6 kJ mol(-1), for 3-buten-1-ol and 3-butyn-1-ol, respectively. High level calculations at the G2 and G3 levels have also been carried out. Relationships between the enthalpies of formation of 1-alkanols, 1-alkenols and 1-alkynols and with the corresponding hydrocarbons have been discussed. From the calculated contributions to Delta(f)H degrees (m)(g) for the substitutions of CH(3) by CH(2)OH, CH(3)CH(2) by CH(2)=CH and CH(3)CH(2) by CH triple bond C, we have estimated the Delta(f)H degrees (m)(g) values for 3-buten-1-ol and 3-butyn-1-ol, in excellent agreement with the experimental ones. Delta(f)H degrees (m)(g) values for 1-alkenols and 1-alkynols up to 10 carbon atoms have also been estimated.
authors.affiliation: Laboratorio de Fisicoquímica Organica, Facultad de Ciencias, Universidad Nacional de Colombia, Sede Medellín, Apartado Aéreo 3840, Medellín, Colombia.
authors.forename: Ederley
authors.initials: E
authors.lastname: Vélez
authors.forename: Jairo
authors.initials: J
authors.lastname: Quijano
authors.forename: Jair
authors.initials: J
authors.lastname: Gaviria
authors.forename: María Victoria
authors.initials: MV
authors.lastname: Roux
authors.forename: Pilar
authors.initials: P
authors.lastname: Jiménez
authors.forename: Manuel
authors.initials: M
authors.lastname: Temprado
authors.forename: Gloria
authors.initials: G
authors.lastname: Martín-Valcárcel
authors.forename: Juan
authors.initials: J
authors.lastname: Pérez-Parajón
authors.forename: Rafael
authors.initials: R
authors.lastname: Notario