Oxacyclotetradecan-2-one

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

Quantity Value Units Method Reference Comment
Δfgas-569. ± 3.kJ/molCmWiberg and Waldron, 1991Heat of reduction, Hfusion=1.72 kcal/mol

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-644. ± 2.kJ/molCmWiberg and Waldron, 1991Heat of reduction, Hfusion=1.72 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Δfsolid-648.1 ± 2.9kJ/molCcbLebedev, Yevstropov, et al., 1981ALS
Quantity Value Units Method Reference Comment
Δcsolid-7895.3 ± 2.9kJ/molCcbLebedev, Yevstropov, et al., 1981Corresponding Δfsolid = -650.3 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
solid,1 bar401.8J/mol*KN/ALebedev, Evstropov, et al., 1981DH
solid,1 bar401.9J/mol*KN/ALebedev, Yevstropov, et al., 1981, 2DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
398.3298.15Lebedev, Evstropov, et al., 1981T = 5 to 400 K.; DH
398.3298.15Lebedev, Yevstropov, et al., 1981, 2T = 10.3 to 330 K.; DH

Phase change 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Ttriple300.42KN/ALebedev, Evstropov, et al., 1981, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.01 K; TRC
Ttriple300.4KN/ALebedev, Evstropov, et al., 1981, 3Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Δvap75.0kJ/molN/AWiberg and Waldron, 1991DRB
Δvap72.9 ± 1.7kJ/molMMWiberg and Waldron, 1991Based on data from 375. to 405. K.; AC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
66.6 ± 1.1390.MMWiberg and Waldron, 1991Based on data from 375. to 405. K.; AC
67.5408.AStephenson and Malanowski, 1987Based on data from 393. to 443. K.; AC

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
9.08300.4Domalski and Hearing, 1996AC

Enthalpy of phase transition

ΔHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
18.150290.63crystaline, IIcrystaline, ILebedev, Evstropov, et al., 1981DH
9.060300.4crystaline, IliquidLebedev, Evstropov, et al., 1981DH
18.150290.63crystaline, IIcrystaline, ILebedev, Yevstropov, et al., 1981, 2DH
9.058300.4crystaline, IliquidLebedev, Yevstropov, et al., 1981, 2DH

Entropy of phase transition

ΔStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
62.45290.63crystaline, IIcrystaline, ILebedev, Evstropov, et al., 1981DH
30.2300.4crystaline, IliquidLebedev, Evstropov, et al., 1981DH
62.3290.63crystaline, IIcrystaline, ILebedev, Yevstropov, et al., 1981, 2DH
30.2300.4crystaline, IliquidLebedev, Yevstropov, et al., 1981, 2DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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

13-Hydroxytridecanoic acid = Oxacyclotetradecan-2-one + Water

By formula: C13H26O3 = C13H24O2 + H2O

Quantity Value Units Method Reference Comment
Δr1.0 ± 0.4kJ/molCmWiberg and Waldron, 1991solid phase

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.

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]

Lebedev, Yevstropov, et al., 1981
Lebedev, B.V.; Yevstropov, A.A.; Kiparisova, Ye.G., Thermodynamics of undecanolactone, tridecanolactone, and pentadecanolactone from 0 to 340 K, J. Chem. Thermodyn., 1981, 13, 1185-1204. [all data]

Lebedev, Evstropov, et al., 1981
Lebedev, B.V.; Evstropov, A.A.; Kiparisova, Y.G.; Sheveleva, N.P., Thermodynamics of tridecanolactone, its polymerization process, and the resultant poly(tridecanolactone) in the 0-430 K range, Vysokomol. Soedin., 1981, B23, 551-554. [all data]

Lebedev, Yevstropov, et al., 1981, 2
Lebedev, B.V.; Yevstropov, A.A.; Kiparisova, Y.G., Thermodynamic properties of undecanolactone over the range, 1981, Termodin. [all data]

Lebedev, Evstropov, et al., 1981, 2
Lebedev, B.V.; Evstropov, A.A.; Kiparisova, Ye.G., Thermodynamics of undecanolactone, tridecanolactone, and pentadecanolactone from 0 to 340 K, J. Chem. Thermodyn., 1981, 13, 1185. [all data]

Lebedev, Evstropov, et al., 1981, 3
Lebedev, B.V.; Evstropov, A.A.; Kiparisova, E.G.; Sheveleva, N.P., Thermodynamics of Tridecanolactone, Its Polymerization Process, and the Resultant Poly(tridecanolactone) in the 0 - 430 K Range, Vysokomol. Soedin, Ser. B, 1981, 24, 551-4. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]


Notes

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