title: Thermochemical study of 1-acetyl vinyl p-nitrobenzoate: vinyl bond enthalpy in captodative olefins.
abstract: Captodative olefins are highly reactive and selective substrates in Diels-Alder and 1,3-dipolar cycloadditions. Seeking an explanation of this fact based on molecular energetics, the thermochemical analysis of 1-acetyl vinyl p-nitrobenzoate, a captodative olefin, has been performed using semi-micro-combustion calorimetry, effusion measurements through a quartz crystal microbalance, and differential scanning calorimetry. The molar standard combustion energy and enthalpy as well as the molar standard formation enthalpy are reported along with sublimation and melting enthalpies. From these data, experimental formation enthalpy of the gas-phase is derived and compared with the theoretical value calculated through the density functional theory procedure. The olefinic bond enthalpy is also computed from experimental data, and the relevance of the results is discussed.
authors.affiliation: †Departamento de Química del Centro de Investigación y de Estudios Avanzados del IPN, Av. Instituto Politécnico Nacional 2508, Col. San Pedro Zacatenco, México D.F. C.P. 07360, Mexico.
authors.forename: Aarón
authors.initials: A
authors.lastname: Rojas
authors.affiliation: †Departamento de Química del Centro de Investigación y de Estudios Avanzados del IPN, Av. Instituto Politécnico Nacional 2508, Col. San Pedro Zacatenco, México D.F. C.P. 07360, Mexico.
authors.forename: Alejandro
authors.initials: A
authors.lastname: Valdés-Ordoñez
authors.affiliation: †Departamento de Química del Centro de Investigación y de Estudios Avanzados del IPN, Av. Instituto Politécnico Nacional 2508, Col. San Pedro Zacatenco, México D.F. C.P. 07360, Mexico.
authors.forename: Melchor
authors.initials: M
authors.lastname: Martínez-Herrera
authors.affiliation: †Departamento de Química del Centro de Investigación y de Estudios Avanzados del IPN, Av. Instituto Politécnico Nacional 2508, Col. San Pedro Zacatenco, México D.F. C.P. 07360, Mexico.
authors.forename: Luis Alfonso
authors.initials: LA
authors.lastname: Torres
authors.affiliation: †Departamento de Química del Centro de Investigación y de Estudios Avanzados del IPN, Av. Instituto Politécnico Nacional 2508, Col. San Pedro Zacatenco, México D.F. C.P. 07360, Mexico.
authors.forename: Myriam
authors.initials: M
authors.lastname: Campos
authors.affiliation: †Departamento de Química del Centro de Investigación y de Estudios Avanzados del IPN, Av. Instituto Politécnico Nacional 2508, Col. San Pedro Zacatenco, México D.F. C.P. 07360, Mexico.
authors.forename: Javier
authors.initials: J
authors.lastname: Hernández-Obregón
authors.affiliation: ‡Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas del IPN, Prolongación Carpio y Plan de Ayala S/N, México D.F. C.P.11340, Mexico.
authors.forename: Rafael
authors.initials: R
authors.lastname: Herrera
authors.affiliation: ‡Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas del IPN, Prolongación Carpio y Plan de Ayala S/N, México D.F. C.P.11340, Mexico.
authors.forename: Joaquín
authors.initials: J
authors.lastname: Tamariz