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

Silva, Manuel A.V. Ribeiro da; Santos, Cláudia P.F.; Monte, Manuel J.S.; Sousa, Carlos A. D.

doi:10.1016/j.jct.2007.03.009

Cited by 4 publications

(2 citation statements)

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“…28 In two other works, Ribeiro et al reported thermochemical studies of N-phenyl and N-chloro-and bromoalkyl-substituted phthalimides. 29,30 Roux et al 31 studied the aromaticity of N-methyl-1,8-naphthalimide, which has a chemical structure similar to that of phthalimide, and determined its enthalpy of formation, We did not find other experimental thermochemical works on phthalimides.…”

Section: Introductionmentioning

confidence: 82%

“…There are three reports about the standard molar enthalpy of formation in the crystalline phase of phthalimide. − The last of these reports is from Ribeiro et al, who studied, in addition to phthalimide, three N -alkylphthalimides . In two other works, Ribeiro et al reported thermochemical studies of N -phenyl and N -chloro- and bromoalkyl-substituted phthalimides. , Roux et al studied the aromaticity of N -methyl-1,8-naphthalimide, which has a chemical structure similar to that of phthalimide, and determined its enthalpy of formation, We did not find other experimental thermochemical works on phthalimides.…”

Section: Introductionmentioning

confidence: 99%

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Experimental and Theoretical Thermochemistry of the Isomers 3- and 4-Nitrophthalimide

et al. 2017

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This work presents a thermochemical study of two derivatives of phthalimide: the isomers 3-nitrophthalimide and 4-nitrophthalimide. The enthalpies of formation for these compounds in the solid phase were obtained by combustion calorimetry. Using ths thermogravimetry technique, the enthalpies of vaporization were obtained. The enthalpies of sublimation were calculated from enthalpies of fusion and vaporization. From experimental data and by ab initio methods, the enthalpies of formation in the gas phase were calculated. With these results, it was possible to determine their relative stability, and it was found that 4-nitrophthalimide is more stable than its isomer 3-nitrophthalimide. This tendency is similar to that of 3-nitrophthalic anhydride and 4-nitrophthalic anhydride, as reported in a previous work by our research group. The enthalpy of isomerization was also obtained, and a good correlation with that of phthalic anhydride derivatives was found. Finally, with the values obtained, the enthalpic difference resulting when the imide group is substituted by an anhydride group was determined.

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Section: Introductionmentioning

confidence: 82%

Section: Introductionmentioning

confidence: 99%

Experimental and Theoretical Thermochemistry of the Isomers 3- and 4-Nitrophthalimide

et al. 2017

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The effect of ketone groups on the energetic properties of phthalan derivatives

Freitas

Santos

Silva

2016

The Journal of Chemical Thermodynamics

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Phase Transition Enthalpy Measurements of Organic and Organometallic Compounds. Sublimation, Vaporization and Fusion Enthalpies From 1880 to 2015. Part 1. C₁− C₁₀

Acree

Chickos

2016

Journal of Physical and Chemical Reference Data

210

116

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

Cited by 4 publications

References 58 publications

Experimental and Theoretical Thermochemistry of the Isomers 3- and 4-Nitrophthalimide

Experimental and Theoretical Thermochemistry of the Isomers 3- and 4-Nitrophthalimide

The effect of ketone groups on the energetic properties of phthalan derivatives

Phase Transition Enthalpy Measurements of Organic and Organometallic Compounds. Sublimation, Vaporization and Fusion Enthalpies From 1880 to 2015. Part 1. C₁− C₁₀

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

Cited by 4 publications

References 58 publications

Experimental and Theoretical Thermochemistry of the Isomers 3- and 4-Nitrophthalimide

Experimental and Theoretical Thermochemistry of the Isomers 3- and 4-Nitrophthalimide

The effect of ketone groups on the energetic properties of phthalan derivatives

Phase Transition Enthalpy Measurements of Organic and Organometallic Compounds. Sublimation, Vaporization and Fusion Enthalpies From 1880 to 2015. Part 1. C1− C10

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Phase Transition Enthalpy Measurements of Organic and Organometallic Compounds. Sublimation, Vaporization and Fusion Enthalpies From 1880 to 2015. Part 1. C₁− C₁₀