Oxacyclohexadecan-2-one
- Formula: C15H28O2
- Molecular weight: 240.3816
- IUPAC Standard InChIKey: FKUPPRZPSYCDRS-UHFFFAOYSA-N
- CAS Registry Number: 106-02-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Cyclopentadecanolide; Exaltolide; Muskalactone; Muskolactone; Pentadecalactone; Pentadecanoic acid, 15-hydroxy-, ξ-lactone; Pentadecanolide; Thibetolide; 1,15-Pentadecanolide; 15-Hydroxypentadecanoic acid, lactone; 2-Pentadecalone; Cyclopentadecanolactone; 15-Pentadecanolide; 15-Pentadecanolactone; Pentadecanolactone; Pentadecan-15-olide; Pentadecano-15-lactone; Pentalide; NSC 36763
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Condensed phase thermochemistry data
Go To: Top, Phase change data, IR Spectrum, References, Notes
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 |
---|---|---|---|---|---|
ΔfH°solid | -169. ± 1. | kcal/mol | Ccb | Yevstropov, Lebedev, et al., 1983 | ALS |
ΔfH°solid | -173.4 ± 2.2 | kcal/mol | Ccb | Lebedev, Yevstropov, et al., 1981 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2198. ± 1. | kcal/mol | Ccb | Yevstropov, Lebedev, et al., 1983 | Corresponding ΔfHºsolid = -169. kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -2193.6 ± 2.1 | kcal/mol | Ccb | Lebedev, Yevstropov, et al., 1981 | Corresponding ΔfHºsolid = -173.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 115.4 | cal/mol*K | N/A | Yevstropov, Lebedev, et al., 1983, 2 | DH |
S°solid,1 bar | 115.4 | cal/mol*K | N/A | Lebedev, Yevstropov, et al., 1981, 2 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
106.3 | 298.15 | Yevstropov, Lebedev, et al., 1983, 2 | T = 5 to 330 K.; DH |
106.2 | 298.15 | Lebedev, Yevstropov, et al., 1981, 2 | T = 13.8 to 330 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, References, Notes
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
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 310.2 | K | N/A | Voitkevich and Lyubshits, 1957 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 310.15 | K | N/A | Serpinskii, Voitkevich, et al., 1954 | Uncertainty assigned by TRC = 0.6 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 308.5 | K | N/A | Evstropov, Lebedev, et al., 1983 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC |
Ttriple | 308.5 | K | N/A | Lebedev, Evstropov, et al., 1981 | Crystal phase 1 phase; Uncertainty assigned by TRC = 1. K; TRC |
Ttriple | 308.5 | K | N/A | Lebedev, Evstropov, et al., 1979 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
18.7 | 378. | A | Stephenson and Malanowski, 1987 | Based on data from 363. to 443. K.; AC |
17.7 | 315. | A,ME | Stephenson and Malanowski, 1987 | Based on data from 310. to 320. K. See also Serpinskii, Voitkevich, et al., 1954, 2.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.4 | 300. | ME | Stephenson and Malanowski, 1987 | Based on data from 290. to 310. K. See also Jones, 1960 and Serpinskii, Voitkevich, et al., 1954, 2.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
1.67 | 308.5 | AC | Pitzer, Peiper, et al., 1984 | Based on data from 10. to 370. K. See also Lebedev, Yevstropov, et al., 1981.; AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
23.06 | 283. | Domalski, Evans, et al., 1984 | CAL |
5.413 | 308.5 |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
6.5249 | 282.98 | crystaline, II | crystaline, I | Yevstropov, Lebedev, et al., 1983, 2 | DH |
1.668 | 308.5 | crystaline, I | liquid | Yevstropov, Lebedev, et al., 1983, 2 | DH |
0. | 193. | crystaline, I'' | crystaline, I' | Yevstropov, Lebedev, et al., 1983, 2 | DH |
6.5251 | 282.98 | crystaline, II | crystaline, I | Lebedev, Yevstropov, et al., 1981, 2 | DH |
1.668 | 308.5 | crystaline, I | liquid | Lebedev, Yevstropov, et al., 1981, 2 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
23.0 | 282.98 | crystaline, II | crystaline, I | Yevstropov, Lebedev, et al., 1983, 2 | DH |
5.40 | 308.5 | crystaline, I | liquid | Yevstropov, Lebedev, et al., 1983, 2 | DH |
0. | 193. | crystaline, I'' | crystaline, I' | Yevstropov, Lebedev, et al., 1983, 2 | DH |
23.0 | 282.98 | crystaline, II | crystaline, I | Lebedev, Yevstropov, et al., 1981, 2 | DH |
5.40 | 308.5 | crystaline, I | liquid | Lebedev, Yevstropov, et al., 1981, 2 | DH |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Additional Data
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Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Sadtler Research Labs Under US-EPA Contract |
State | gas |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Yevstropov, Lebedev, et al., 1983
Yevstropov, A.A.; Lebedev, B.V.; Kiparisova, Ye.G.,
Thermodynamics of pentadecanolactone, of the process of its polymerization and of the resultant polypentadecanolactone in the 0-400 K region,
Polym. Sci. USSR, 1983, 25, 1951-1959. [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]
Yevstropov, Lebedev, et al., 1983, 2
Yevstropov, A.A.; Lebedev, B.V.; Krparisova, Ye.G.,
Thermodynamics of pentadecanolactone, of the process of its polymerization and of the resultant polypentadecanolactone in the 0 to 400 K region, Vysokomol. Soedin,
Ser., 1983, A 25(8), 1679-1685. [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]
Voitkevich and Lyubshits, 1957
Voitkevich, S.A.; Lyubshits, N.Yu.,
Maslob-Zhir. Prom-st., 1957, No. 4, 20. [all data]
Serpinskii, Voitkevich, et al., 1954
Serpinskii, V.V.; Voitkevich, S.A.; Lyuboshits, N.Y.,
Zh. Fiz. Khim., 1954, 28, 1969. [all data]
Evstropov, Lebedev, et al., 1983
Evstropov, A.A.; Lebedev, B.V.; Kiparisova, E.G.,
Thermodynamics of pentadecanolactone, its polymerization, and the resulting polypentadecanolactone in the 0-400 K region,
Vysokomol. Soedin., Ser. A, 1983, 25, 1679-1685. [all data]
Lebedev, Evstropov, et al., 1981
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., 1979
Lebedev, B.V.; Evstropov, A.A.; Shurygina, A.M.,
Heat capacity and thermodynamic properties of pentadecanolactone in the O-3 30 K range,
Termodin. Org. Soedin. (USSR), 1979, 1979, 5. [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]
Serpinskii, Voitkevich, et al., 1954, 2
Serpinskii, V.V.; Voitkevich, S.A.; Lyuboshits, N.Y.,
Zh. Fiz. Khim., 1954, 28, 810. [all data]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Pitzer, Peiper, et al., 1984
Pitzer, Kenneth S.; Peiper, J. Christopher; Busey, R.H.,
Thermodynamic Properties of Aqueous Sodium Chloride Solutions,
J. Phys. Chem. Ref. Data, 1984, 13, 1, 1, https://doi.org/10.1063/1.555709
. [all data]
Domalski, Evans, et al., 1984
Domalski, E.S.; Evans, W.H.; Hearing, E.D.,
J. Phys. Chem. Ref. Data, suppl. 1, 1984. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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