Thermochemical study of some chloro and bromo alkyl substituted phthalimides: Structural–energetic correlations

摘要: Abstract The standard (p∘ = 0.1 MPa) massic energies of combustion, Δcu∘, for crystalline N-chloromethylphthalimide, N-(2-chloroethyl)phthalimide, N-(2-bromoethyl)phthalimide, and N-(3-bromopropyl)phthalimide were determined, at the temperature 298.15 K, using a rotating-bomb combustion calorimeter. molar enthalpies sublimation, Δ cr g H m ∘ , T = 298.15 K determined all compounds by Calvet microcalorimetry N-chloromethylphthalimide also derived from variation with its vapour pressures measured Knudsen effusion technique. results obtained as follows: −Δcu∘(cr)/(kJ · g−1) / ( kJ · mol - 1 ) N-Chloromethylphthalimide 20720.1 ± 4.5 103.6 ± 0.9 N-(2-Chloroethyl)phthalimide 22479.3 ± 6.8 98.4 ± 1.9 N-(2-Bromoethyl)phthalimide 18501.6 ± 2.8 108.7 ± 1.0 N-(3-Bromopropyl)phthalimide 19965.8 ± 5.4 116.0 ± 1.0 These values used to derive formation in their gaseous phases, respectively. formation, state, are analyzed terms enthalpic increments interpreted molecular structure.