Ethyl acetoacetate

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Gas phase 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Δfgas-586.2 ± 1.5kJ/molCcbRibeiro da Silva, Ferrao, et al., 1995ALS
Δfgas-558.0kJ/molN/AVilcu and Perisanu, 1979Value computed using ΔfHliquid° value of -612.2±5.4 kj/mol from Vilcu and Perisanu, 1979 and ΔvapH° value of 54.2 kj/mol from Ribeiro da Silva, Ferrao, et al., 1995.; DRB
Δfgas-507.5kJ/molN/AVilcu, Perisanu, et al., 1975Value computed using ΔfHliquid° value of -561.7 kj/mol from Vilcu, Perisanu, et al., 1975 and ΔvapH° value of 54.2 kj/mol from Ribeiro da Silva, Ferrao, et al., 1995.; DRB

Condensed phase 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfliquid-640.4 ± 1.1kJ/molCcbRibeiro da Silva, Ferrao, et al., 1995ALS
Δfliquid-612.2 ± 5.4kJ/molCcbVilcu and Perisanu, 1979ALS
Δfliquid-561.70kJ/molCcbVilcu, Perisanu, et al., 1975ALS
Quantity Value Units Method Reference Comment
Δcliquid-3149.76 ± 0.76kJ/molCcbRibeiro da Silva, Ferrao, et al., 1995Corresponding Δfliquid = -640.45 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-3178.1 ± 7.7kJ/molCcbVilcu and Perisanu, 1979Corresponding Δfliquid = -612.08 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-3153.kJ/molCcbGuinchant, 1918Corresponding Δfliquid = -637.2 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
250.2297.5Kolosovskii and Udovenko, 1934DH
246.9297.5de Kolossowsky and Udowenko, 1933DH
241.8298.von Reis, 1881T = 288 to 455 K.; DH

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

Ethanol + 2-Oxetanone, 4-methylene- = Ethyl acetoacetate

By formula: C2H6O + C4H4O2 = C6H10O3

Quantity Value Units Method Reference Comment
Δr-127.0kJ/molKinLopatin, Popov, et al., 1992liquid phase; solvent: Solution

Ethyl acetoacetate = 2-Butenoic acid, 2-hydroxy-, ethyl ester

By formula: C6H10O3 = C6H10O3

Quantity Value Units Method Reference Comment
Δr-13.3 ± 1.0kJ/molEqkFolkendt, Weiss-Lopez, et al., 1985gas phase; NMR

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Ribeiro da Silva, Ferrao, et al., 1995
Ribeiro da Silva, M.A.V.; Ferrao, M.L.C.C.H.; Jiye, F., Standard molar enthalpy of formation and of vaporization of ethyl 3-oxobutanoate, J. Chem. Eng. Data, 1995, 40, 426-428. [all data]

Vilcu and Perisanu, 1979
Vilcu, R.; Perisanu, S., The standard enthalpies of formation of some C, H, O containing compounds, Rev. Roum. Chim., 1979, 24, 237-243. [all data]

Vilcu, Perisanu, et al., 1975
Vilcu, R.; Perisanu, S.; Ciocazanu, I., Heats of formation in the ideal gas state of some substances containing carbon, hydrogen and oxygen, Conf. Int. Thermodyn. Chim. C.R. 4th, 1975, 1, 105-112. [all data]

Guinchant, 1918
Guinchant, M.J., Etude sur la fonction acide dans les derives metheniques et methiniques, Ann. Chem., 1918, 10, 30-84. [all data]

Kolosovskii and Udovenko, 1934
Kolosovskii, N.A.; Udovenko, W.W., Specific heat of liquids. II., Zhur. Obshchei Khim., 1934, 4, 1027-1033. [all data]

de Kolossowsky and Udowenko, 1933
de Kolossowsky, N.A.; Udowenko, W.W., Mesure des chaleurs specifique moleculaires de quelques liquides, Compt. rend., 1933, 197, 519-520. [all data]

von Reis, 1881
von Reis, M.A., Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht, Ann. Physik [3], 1881, 13, 447-464. [all data]

Lopatin, Popov, et al., 1992
Lopatin, E.B.; Popov, V.V.; Epshtein, N.A.; Mikhaleva, L.M.; Makarov, Yu.N., Kinetic and thermochemical characteristics of diketene-based reactions, Khim.-Farm. Zh., 1992, 26, 76-78. [all data]

Folkendt, Weiss-Lopez, et al., 1985
Folkendt, M.M.; Weiss-Lopez, B.E.; Chauvel, J.P., Jr.; True, N.S., Gas-phase 1H NMR studies of keto-enol tautomerism of acetylacetone, methyl acetoacetate, and ethyl acetoacetate, J. Phys. Chem., 1985, 89, 3347-3352. [all data]


Notes

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