Thermochemical study of the ortho interactions in alkyl substituted anilines

✍ Scribed by Sergey P. Verevkin

• Book ID: 102580183
• Publisher: Elsevier Science
• Year: 2000
• Tongue: English
• Weight: 146 KB
• Volume: 32
• Category: Article
• ISSN: 0021-9614
• DOI: 10.1006/jcht.1999.0587

✦ Synopsis

The standard ( p o = 0.1 MPa) molar enthalpies of formation f H o m (l or cr) at the temperature T = 298.15 K were determined by means of combustion calorimetry for 2-ethyl-aniline, 2-iso-propyl-aniline, 2-tert-butyl-aniline, 2,6-di-methyl-aniline, 2,6-diethyl-aniline, 2,6-di-iso-propyl-aniline, and 2,4,6-tri-tert-butyl-aniline. The standard molar enthalpies of vaporization (or sublimation) of these compounds were obtained from the temperature dependence of the vapor pressure measured in a flow system. The resulting values of f H o m (g) were obtained at the temperature T = 298.15 K and used to derive strain enthalpies of alkyl-anilines. The intra-molecular interactions of the substituents were discussed in terms of deviations of f H o m (g) from group additivity rules. These values provide a further improvement on the group-contribution methodology for estimation of the thermodynamic properties of organic compounds.