Butyrolactone

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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.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Δfgas-87.0 ± 0.8kcal/molCmWiberg and Waldron, 1991Heat of reduction; ALS
Δfgas-87.6 ± 0.2kcal/molCcbLeitao, Pilcher, et al., 1990See Brown, Conn, et al., 1989; ALS
Δfgas-87.38 ± 0.11kcal/molCcbSteele, Chirico, et al., 1989ALS
Δfgas-90.27kcal/molN/AIsmailov, Gabzalilova, et al., 1988Value computed using ΔfHliquid° value of -431.2±2.7 kj/mol from Ismailov, Gabzalilova, et al., 1988 and ΔvapH° value of 53.5 kj/mol from Steele, Chirico, et al., 1989.; DRB
Δfgas-88.07kcal/molN/AYevstropov, Lebedev, et al., 1980Value computed using ΔfHliquid° value of -422.0±1.1 kj/mol from Yevstropov, Lebedev, et al., 1980 and ΔvapH° value of 53.5 kj/mol from Steele, Chirico, et al., 1989.; DRB

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
10.39100.Kudchadker S.A., 1975GT
12.19150.
14.54200.
18.93273.15
20.58298.15
20.70300.
27.304400.
33.167500.
38.045600.
42.067700.
45.406800.
48.205900.
50.5621000.
52.5601100.
54.2591200.
55.7121300.
56.9621400.
58.0351500.

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-100.2 ± 0.6kcal/molCmWiberg and Waldron, 1991Heat of reduction; ALS
Δfliquid-100.6 ± 0.2kcal/molCcbLeitao, Pilcher, et al., 1990See Brown, Conn, et al., 1989; ALS
Δfliquid-100.16 ± 0.086kcal/molCcbSteele, Chirico, et al., 1989ALS
Δfliquid-103.1 ± 0.65kcal/molCcbIsmailov, Gabzalilova, et al., 1988ALS
Δfliquid-100.9 ± 0.26kcal/molCcbYevstropov, Lebedev, et al., 1980ALS
Quantity Value Units Method Reference Comment
Δcliquid-480.5 ± 0.1kcal/molCcbLeitao, Pilcher, et al., 1990See Brown, Conn, et al., 1989; Corresponding Δfliquid = -100.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-480.989 ± 0.067kcal/molCcbSteele, Chirico, et al., 1989Corresponding Δfliquid = -100.16 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-478.1 ± 1.5kcal/molCcbIsmailov, Gabzalilova, et al., 1988Corresponding Δfliquid = -103.04 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-480.2 ± 0.2kcal/molCcbYevstropov, Lebedev, et al., 1980Corresponding Δfliquid = -100.9 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid47.18cal/mol*KN/ALebedev and Yevstropov, 1983DH
liquid47.20cal/mol*KN/AYevstropov, Lebedev, et al., 1980, 2DH
liquid48.107cal/mol*KN/AIsmailov, Gabzalilova, et al., 1988DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
33.58298.15Steele, Chirico, et al., 1989DH
33.68298.15Ismailov, Gabzalilova, et al., 1988T = 290 to 410 K. Cp(liq) = 101.0829 + 763.3375X10-4T + 1.918968x10-4T2 J/mol*K (290 to 410 K).; DH
33.77298.15Lebedev and Yevstropov, 1983T = 13.8 to 340 K.; DH
33.77298.15Yevstropov, Lebedev, et al., 1980, 2T = 5 to 330 K.; DH
33.80298.15Fuchs, 1979DH

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

Butanoic acid, 4-hydroxy- = Water + Butyrolactone

By formula: C4H8O3 = H2O + C4H6O2

Quantity Value Units Method Reference Comment
Δr1.08 ± 0.05kcal/molCmWiberg and Waldron, 1991liquid phase

Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Quantity Value Units Method Reference Comment
Proton affinity (review)200.8kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity193.1kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
10.26PEGerson, Worley, et al., 1978Vertical value; LLK
10.26PEBain and Frost, 1973Vertical value; LLK

References

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

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

Wiberg and Waldron, 1991
Wiberg, K.B.; Waldron, R.F., Lactones. 2. Enthalpies of hydrolysis, reduction, and formation of the C4-C13 monocyclic lactones. strain energies and conformations, J. Am. Chem. Soc., 1991, 113, 7697-7705. [all data]

Leitao, Pilcher, et al., 1990
Leitao, M.L.P.; Pilcher, H.; Meng-Yan, Y.; Brown, J.M.; Conn, A.D., Enthalpies of combustion of γ-butyrolactone, γ-valerolactone, and δ-valerolactone, J. Chem. Thermodyn., 1990, 22, 885-891. [all data]

Brown, Conn, et al., 1989
Brown, J.M.; Conn, A.D.; Pilcher, G.; Leitao, M.L.P.; Yang, M.-Y., On the strain energy of 5-ring and 6-ring lactones, J. Chem. Soc., Chem. Commun., 1989, 1817-1819. [all data]

Steele, Chirico, et al., 1989
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Hossenlopp, I.A.; Smith, N.K., Determination of some pure compound ideal-gas enthalpies of formation, AIChE Symp. Ser., 1989, 85, 140-162. [all data]

Ismailov, Gabzalilova, et al., 1988
Ismailov, T.S.; Gabzalilova, N.R.; Makhkamoov, Kh.M., Complex study of physicochemical properties of γ-butyrolactone, Uzb. Khim. Zh., 1988, 48-50. [all data]

Yevstropov, Lebedev, et al., 1980
Yevstropov, A.A.; Lebedev, B.V.; Kiparisova, Ye.G.; Alekseyev, V.A.; Stashina, G.A., Thermodynamic parameters of transformation of γ-butyrolactone into poly-γ-butyrolactone at normal pressure in the range of 0-400°K, Polym. Sci. USSR, 1980, 22, 2685-2692. [all data]

Kudchadker S.A., 1975
Kudchadker S.A., Thermodynamic properties of oxygen compounds. II. beta-Propiolactone, gamma-butyrolactone, and gamma-butyrolactam (2-pyrrolidone), Thermochim. Acta, 1975, 12, 11-17. [all data]

Lebedev and Yevstropov, 1983
Lebedev, B.V.; Yevstropov, A.A., Thermodynamics of β-propiolactone, t-butyrolactone, d-valerolactone, and e-caprolactone from 13.8 to 340 K, J. Chem. Thermodynam., 1983, 15, 115-128. [all data]

Yevstropov, Lebedev, et al., 1980, 2
Yevstropov, A.A.; Lebedev, B.V.; Kiparisova, Ye.G.; Alekseyev, V.A.; Stashina, G.A., Thermodynamic parameters of transformation of t-butyrolactone into poly-t-butyrolactone at normal pressure in the range of 0 to 400 K, Vysokomol. Soedin, Ser., 1980, A 22(11), 2450-2456. [all data]

Fuchs, 1979
Fuchs, R., Heat capacities of some liquid aliphatic, alicyclic, and aromatic esters at 298.15 K, J. Chem. Thermodyn., 1979, 11, 959-961. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Gerson, Worley, et al., 1978
Gerson, S.H.; Worley, S.D.; Bodor, N.; Kaminski, J.J.; Flechtner, T.W., The photoelectron spectra of some heterocyclic compounds which contain N, O, Cl, and Br, J. Electron Spectrosc. Relat. Phenom., 1978, 13, 421. [all data]

Bain and Frost, 1973
Bain, A.D.; Frost, D.C., Studies of the carbonyl group in some five-membered ring compounds by photoelectron spectroscopy, Can. J. Chem., 1973, 51, 1245. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References