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Phthalic anhydride

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Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

Aniline + Phthalic anhydride = Benzoic acid, 2-[(phenylamino)carbonyl]-

By formula: C6H7N + C8H4O3 = C14H11NO3

Quantity Value Units Method Reference Comment
Deltar-53.5kJ/molKinKalnin'sh, 1988liquid phase; solvent: Acetonitrile
Deltar-54.4kJ/molKinPravednikov, Kardash, et al., 1973solid phase; solvent: Tetrahydrofuran

1,2-Benzenedicarboxylic acid = Water + Phthalic anhydride

By formula: C8H6O4 = H2O + C8H4O3

Quantity Value Units Method Reference Comment
Deltar31.93 ± 0.29kJ/molCmAlekseev, Kizaev, et al., 1989solid phase; solvent: Aqueous; Enthapy of anhydridisation

C20H16N2O4 + Phthalic anhydride = C28H20N2O7

By formula: C20H16N2O4 + C8H4O3 = C28H20N2O7

Quantity Value Units Method Reference Comment
Deltar-62.8 ± 0.4kJ/molEqkKaryakin, Rabinovich, et al., 1978liquid phase; solvent: DMF

C21H16N2O4 + Phthalic anhydride = C29H20N2O7

By formula: C21H16N2O4 + C8H4O3 = C29H20N2O7

Quantity Value Units Method Reference Comment
Deltar-31. ± 0.4kJ/molEqkKaryakin, Rabinovich, et al., 1978liquid phase; solvent: DMF

Aniline, p,p'-(p-phenylenedioxy)di- + Phthalic anhydride = C26H20N2O5

By formula: C18H16N2O2 + C8H4O3 = C26H20N2O5

Quantity Value Units Method Reference Comment
Deltar-68.2 ± 0.4kJ/molEqkKaryakin, Rabinovich, et al., 1978liquid phase; solvent: DMF

Benzenamine, 4,4'-oxybis- + Phthalic anhydride = C20H16N2O4

By formula: C12H12N2O + C8H4O3 = C20H16N2O4

Quantity Value Units Method Reference Comment
Deltar-69.9 ± 0.4kJ/molEqkKaryakin, Rabinovich, et al., 1978liquid phase; solvent: DMF

4,4'-Diaminobenzophenone + Phthalic anhydride = C21H16N2O4

By formula: C13H12N2O + C8H4O3 = C21H16N2O4

Quantity Value Units Method Reference Comment
Deltar-61.9 ± 0.4kJ/molEqkKaryakin, Rabinovich, et al., 1978liquid phase; solvent: DMF

Phthalic anhydride + Benzidine = Benzoic acid, 2-[[(4'-amino[1,1'-biphenyl]-4-yl)amino]carbonyl]-

By formula: C8H4O3 + C12H12N2 = C20H16N2O3

Quantity Value Units Method Reference Comment
Deltar-67.4 ± 0.4kJ/molEqkKaryakin, Rabinovich, et al., 1978liquid phase; solvent: DMF

1-Dodecanol + Phthalic anhydride = dodecyl hydrogen phthalate

By formula: C12H26O + C8H4O3 = dodecyl hydrogen phthalate

Quantity Value Units Method Reference Comment
Deltar-37.1kJ/molKinFomin, Legkova, et al., 1981liquid phase; Monoesterification

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Kalnin'sh, 1988
Kalnin'sh, K.K., Autocatalysis and effects of the solvent in the reaction of phthalic anhydride with aniline derivatives, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 1768-1773. [all data]

Pravednikov, Kardash, et al., 1973
Pravednikov, A.N.; Kardash, I.Ye.; Glukhoyedov, N.P.; Ardashnikov, A.Ya., Some features of the synthesis of heat-resistant heterocyclic polymers, Polym. Sci. USSR, 1973, 15, 399-410. [all data]

Alekseev, Kizaev, et al., 1989
Alekseev, V.G.; Kizaev, V.D.; Fedyainov, N.V.; Bushinskii, V.I., Standard enthalpies of anhydridisation of phthalic and pyromellitic acids, Russ. J. Phys. Chem. (Engl. Transl.), 1989, 63, 1280-1282. [all data]

Karyakin, Rabinovich, et al., 1978
Karyakin, N.V.; Rabinovich, I.B.; Pal'tseva, N.G., Thermodynamics of the reactions of aromatic diamines with dianhydrides of tetracarboxylic acids, Polym. Sci. USSR, 1978, 20, 2274-2279. [all data]

Fomin, Legkova, et al., 1981
Fomin, a.S.; Legkova, T.N.; Morgunov, A.V.; Ignatov, V.A., Study of the kinetics of the reaction between phthalic anhydride and lauryl alcohol, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1981, 24, 1180-1182. [all data]


Notes

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