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Maleic 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: H.Y. Afeefy, J.F. Liebman, and S.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

Maleic anhydride + Cyclopentadiene = Carbic anhydride

By formula: C4H2O3 + C5H6 = C9H8O3

QuantityValueUnitsMethodReferenceComment
Deltar-104. ± 2.kJ/molCmBreslauer and Kabakoff, 1974liquid phase; solvent: Dioxane
Deltar-107.9kJ/molCmRogers and Quan, 1973liquid phase; Gas phase Diels-Alder

Maleic anhydride + Anthracene = Anthracene-maleic anhydride Diels-Alder adduct

By formula: C4H2O3 + C14H10 = C18H12O3

QuantityValueUnitsMethodReferenceComment
Deltar-93. ± 2.kJ/molCmKiselev, Mavrin, et al., 1982liquid phase; solvent: Benzene
Deltar-93.7kJ/molEqkLenz, Hegedus, et al., 1982liquid phase; solvent: 1,2,4-C6H3Cl3

Maleic anhydride + 2-Methylfuran = C9H8O4

By formula: C4H2O3 + C5H6O = C9H8O4

QuantityValueUnitsMethodReferenceComment
Deltar-58.5kJ/molCmBalbi, 1991liquid phase; solvent: Dioxane
Deltar-60.kJ/molCmSparks and Poling, 1983solid phase; solvent: Dioxane

Maleic anhydride + Water = Maleic acid

By formula: C4H2O3 + H2O = C4H4O4

QuantityValueUnitsMethodReferenceComment
Deltar-34.9 ± 0.8kJ/molCmConn, Kistiakowsky, et al., 1942liquid phase; Heat of hydroysis at 303 K

Maleic anhydride + 9-Phenylanthracene = C24H16O3

By formula: C4H2O3 + C20H14 = C24H16O3

QuantityValueUnitsMethodReferenceComment
Deltar-427.2kJ/molEqkLenz, Hegedus, et al., 1982liquid phase; solvent: 1,2,4-C6H3Cl3

THPA = 1,3-Butadiene + Maleic anhydride

By formula: C8H8O3 = C4H6 + C4H2O3

QuantityValueUnitsMethodReferenceComment
Deltar283.62 ± 0.96kJ/molCmGhitau, Ciopec, et al., 1983solid phase; At 65 to 90°C

Maleic anhydride + 1-Butanol = 2-Butenedioic acid (Z)-, monobutyl ester

By formula: C4H2O3 + C4H10O = C8H12O4

QuantityValueUnitsMethodReferenceComment
Deltar-39.kJ/molKinMerca, Poraicu, et al., 1978solid phase; solvent: n-Butanol; DTA

1,3-Butadiene + Maleic anhydride = THPA

By formula: C4H6 + C4H2O3 = C8H8O3

QuantityValueUnitsMethodReferenceComment
Deltar-283.62kJ/molCmGhitau, Ciopec, et al., 1983liquid phase

Maleic anhydride + 1-Propanol = propyl hydrogen maleate

By formula: C4H2O3 + C3H8O = propyl hydrogen maleate

QuantityValueUnitsMethodReferenceComment
Deltar-35.kJ/molKinTribunescu, Poraicu, et al., 1978liquid phase

4-Bromoaniline + Maleic anhydride = C10H8BrNO3

By formula: C6H6BrN + C4H2O3 = C10H8BrNO3

QuantityValueUnitsMethodReferenceComment
Deltar14.kJ/molCmSrivastava, 1979solid phase

4-Chloroaniline + Maleic anhydride = C10H8ClNO3

By formula: C6H6ClN + C4H2O3 = C10H8ClNO3

QuantityValueUnitsMethodReferenceComment
Deltar13.kJ/molCmSrivastava, 1979solid phase

Chlorendic anhydride = Maleic anhydride + 1,3-Cyclopentadiene, 1,2,3,4,5,5-hexachloro-

By formula: C9H2Cl6O3 = C4H2O3 + C5Cl6

QuantityValueUnitsMethodReferenceComment
Deltar315.kJ/molIonVijayakumar and Fink, 1983solid phase

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.

Breslauer and Kabakoff, 1974
Breslauer, K.J.; Kabakoff, D.S., Enthalpy of the Diels-Alder reaction of cyclopentadiene and maleic anhydride, J. Org. Chem., 1974, 39, 721-722. [all data]

Rogers and Quan, 1973
Rogers, F.E.; Quan, S.W., Thermochemistry of the Diels-Alder reaction. III. Heat of addition of cyclopentadience to maleic anhydride, J. Phys. Chem., 1973, 77, 828-831. [all data]

Kiselev, Mavrin, et al., 1982
Kiselev, V.D.; Mavrin, G.V.; Konovalov, A.I., Thermodynamic principles of the occurrence of a Diels-Alder reaction in the presence of a Lewis acid, Zh. Org. Khim., 1982, 18, 2505-2510. [all data]

Lenz, Hegedus, et al., 1982
Lenz, T.G.; Hegedus, L.S.; Vaughan, J.D., Liquid phase thermochemical energy conversion systems - an application of Diels-Alder chemistry, Int. J. Energy Res., 1982, 6, 357-365. [all data]

Balbi, 1991
Balbi, N., Dynamic calorimetry in the study of Diels-Alder reaction, Calorim. Anal. Therm., 1991, 22, 299-304. [all data]

Sparks and Poling, 1983
Sparks, B.G.; Poling, B.E., Energy storage capacity of reversible liquid-phase Diels Alder reaction between maleic anhydride and 2-methyl furan, Am. Inst. Chem. Eng. Symp. Ser. (AIChE Symp. Ser.), 1983, 29, 534-537. [all data]

Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A., Heats of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides, J. Am. Chem. Soc., 1942, 64, 1747-17. [all data]

Ghitau, Ciopec, et al., 1983
Ghitau, M.; Ciopec, M.; Pintea, O., Study on Diels-Alder reaction for the synthesis of tetrahydrophthalic anhydride, Rev. Chim. (Bucharest), 1983, 34, 299-305. [all data]

Merca, Poraicu, et al., 1978
Merca, E.; Poraicu, M.; Tribunescu, P., Kinetics of maleic monoester formation with n-butanol, Bull. Stiint. Teh. Inst. Politeh. "Traian Vuia" Timisoara, Ser. Chim., 1978, 23, 160-163. [all data]

Tribunescu, Poraicu, et al., 1978
Tribunescu, P.; Poraicu, M.; Merca, E.; Facsko, O., Kinetics of mono-N-propylmaleate synthesis, Bull. Stiint. Teh. Inst. Politeh. "Traian Vuia" Timisoara, Ser. Chim., 1978, 23, 147-151. [all data]

Srivastava, 1979
Srivastava, A.K., Solid-state reactions between maleic anhydride and substituted aromactic amines, Z. Phys. Chem. (Leipzig), 1979, 260, 630-640. [all data]

Vijayakumar and Fink, 1983
Vijayakumar, C.T.; Fink, J.K., Heat of formation of the Diels-Alder adduct of hexachlorocyclopentadiene and maleic anhydride by appearance-energy measurements, Org. Mass Spectrom., 1983, 18, 134. [all data]


Notes

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