2H-Pyran-2-one, tetrahydro-

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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
ΔfH°gas-89.9 ± 0.8kcal/molCmWiberg and Waldron, 1991Heat of reduction
ΔfH°gas-90.7 ± 0.2kcal/molCcbLeitao, Pilcher, et al., 1990See Brown, Conn, et al., 1989

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
ΔfH°liquid-104.3 ± 0.7kcal/molCmWiberg and Waldron, 1991Heat of reduction; ALS
ΔfH°liquid-104.6 ± 0.2kcal/molCcbLeitao, Pilcher, et al., 1990See Brown, Conn, et al., 1989; ALS
Quantity Value Units Method Reference Comment
ΔcH°liquid-638.9 ± 0.1kcal/molCcbLeitao, Pilcher, et al., 1990See Brown, Conn, et al., 1989; Corresponding ΔfHºliquid = -104.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
S°liquid52.34cal/mol*KN/ALebedev and Yevstropov, 1983DH
S°liquid52.34cal/mol*KN/AYevstropov, Lebedev, et al., 1982DH
S°liquid52.34cal/mol*KN/AEvstopov, Lebedev, et al., 1981DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
41.01298.15Lebedev and Yevstropov, 1983T = 13.8 to 340 K.; DH
41.01298.15Yevstropov, Lebedev, et al., 1982T = 5 to 340 K.; DH
41.01298.15Evstopov, Lebedev, et al., 1981T = 5 to 340 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil492.2KN/AWeast and Grasselli, 1989BS
Quantity Value Units Method Reference Comment
Tfus262.8KN/AAnonymous, 1955Uncertainty assigned by TRC = 0.6 K; TRC
Quantity Value Units Method Reference Comment
Ttriple262.82KN/ALebedev and Yevstropov, 1983, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC
Ttriple262.82KN/AEvstropov, Lebedev, et al., 1982Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC
Ttriple262.82KN/AEvstopov, Lebedev, et al., 1981Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; C3 to C2: Non-isothermal transition; TRC
Quantity Value Units Method Reference Comment
ΔvapH°14.1 ± 0.5kcal/molAVGN/AAverage of 7 values; Individual data points

Reduced pressure boiling point

Tboil (K) Pressure (atm) Reference Comment
332.20.0007Aldrich Chemical Company Inc., 1990BS

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
12.5 ± 0.05410.EBWiberg and Waldron, 1991Based on data from 393. to 428. K.; AC
11.6387.N/ASchuette and Thomas, 1930Based on data from 342. to 433. K.; AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
2.517263.Acree, 1991AC

Enthalpy of phase transition

ΔHtrs (kcal/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.109118.1crystaline, IVcrystaline, IIILebedev and Yevstropov, 1983DH
0.0741122. to 155.crystaline, IIIcrystaline, IILebedev and Yevstropov, 1983DH
0.0490180. to 225.crystaline, IIcrystaline, ILebedev and Yevstropov, 1983DH
2.5167262.82crystaline, IliquidLebedev and Yevstropov, 1983DH
0.109118.crystaline, IVcrystaline, IIIYevstropov, Lebedev, et al., 1982DH
0.0741122. to 155.crystaline, IIIcrystaline, IIYevstropov, Lebedev, et al., 1982DH
0.0490180. to 225.crystaline, IIcrystaline, IYevstropov, Lebedev, et al., 1982DH
2.5167262.82crystaline, IliquidYevstropov, Lebedev, et al., 1982DH
0.109118.1crystaline, IVcrystaline, IIIEvstopov, Lebedev, et al., 1981DH
0.0741122. to 155.crystaline, IIIcrystaline, IIEvstopov, Lebedev, et al., 1981DH
0.0490180. to 225.crystaline, IIcrystaline, IEvstopov, Lebedev, et al., 1981DH
2.5167262.82crystaline, IliquidEvstopov, Lebedev, et al., 1981DH

Entropy of phase transition

ΔStrs (cal/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
0.927118.1crystaline, IVcrystaline, IIILebedev and Yevstropov, 1983DH
0.53122. to 155.crystaline, IIIcrystaline, IILebedev and Yevstropov, 1983DH
0.22180. to 225.crystaline, IIcrystaline, ILebedev and Yevstropov, 1983DH
9.431262.82crystaline, IliquidLebedev and Yevstropov, 1983DH
0.927118.crystaline, IVcrystaline, IIIYevstropov, Lebedev, et al., 1982DH
0.53122. to 155.crystaline, IIIcrystaline, IIYevstropov, Lebedev, et al., 1982DH
0.22180. to 225.crystaline, IIcrystaline, IYevstropov, Lebedev, et al., 1982DH
9.431262.82crystaline, IliquidYevstropov, Lebedev, et al., 1982DH
0.927118.1crystaline, IVcrystaline, IIIEvstopov, Lebedev, et al., 1981DH
0.53122. to 155.crystaline, IIIcrystaline, IIEvstopov, Lebedev, et al., 1981DH
0.22180. to 225.crystaline, IIcrystaline, IEvstopov, Lebedev, et al., 1981DH
9.431262.82crystaline, IliquidEvstopov, Lebedev, et al., 1981DH

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:

IR Spectrum

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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: Coblentz Society, Inc.

Condensed Phase Spectrum

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IR spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner COBLENTZ SOCIETY
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin DOW CHEMICAL COMPANY
Source reference COBLENTZ NO. 10203
Date 1964/09/28
Name(s) tetrahydro-2H-pyran-2-one
State SOLUTION (10% IN CCl4 FOR 3800-1330, 10% IN CS2 FOR 1330-460 CM-1)
Instrument DOW KBr FOREPRISM-GRATING
Instrument parameters BLAZED AT 3.5, 12.0, 20.0 MICRON, CHANGED AT 5.0, 7.5, 14.9 MICRON
Path length 0.011, 0.010 CM
SPECTRAL CONTAMINATION DUE TO CCl4 AROUND 1550 CM-1
Resolution 4
Sampling procedure TRANSMISSION
Data processing DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS)

This IR spectrum is from the Coblentz Society's evaluated infrared reference spectra collection.

Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Due to licensing restrictions, this spectrum cannot be downloaded.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Chemical Concepts
NIST MS number 151343

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.

Gas Chromatography

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryDB-11010.Osorio, Alarcon, et al., 200625. m/0.2 mm/0.33 μm, 4. K/min; Tstart: 50. C; Tend: 300. C

Van Den Dool and Kratz RI, non-polar column, custom temperature program

View large format table.

Column type Active phase I Reference Comment
CapillaryDB-5954.Andrade, Sampaio, et al., 200730. m/0.25 mm/0.25 μm, He; Program: 40C(2min) => 4C/min => 220C => 20C/min => 280C

Van Den Dool and Kratz RI, polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryDB-Wax1780.Osorio, Alarcon, et al., 200630. m/0.25 mm/0.25 μm, He, 50. C @ 4. min, 4. K/min, 220. C @ 20. min
CapillaryDB-Wax1784.Fröhlich, Duque, et al., 198930. m/0.25 mm/0.25 μm, He, 50. C @ 3. min, 4. K/min; Tend: 250. C
CapillaryDB-Wax1785.Fröhlich, Duque, et al., 198930. m/0.25 mm/0.25 μm, He, 50. C @ 3. min, 4. K/min; Tend: 250. C

Normal alkane RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryVF-5 MS961.Leffingwell and Alford, 201160. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; Tstart: 30. C
CapillaryVF-5 MS965.Leffingwell and Alford, 201160. m/0.32 mm/0.25 μm, Helium, 2. K/min, 260. C @ 28. min; Tstart: 30. C

Normal alkane RI, non-polar column, custom temperature program

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Column type Active phase I Reference Comment
CapillaryDB-1991.Ciccioli, Cecinato, et al., 199460. m/0.32 mm/0.25 μm; Program: not specified
CapillaryDB-1991.Ciccioli, Brancaleoni, et al., 199360. m/0.32 mm/0.25 μm; Program: 3 min at 5 C; 5 - 50 C at 3 deg/min; 50 - 220 C at 5 deg/min

Normal alkane RI, polar column, custom temperature program

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Column type Active phase I Reference Comment
CapillaryStabilwax1786.Chinnici, Guerrero, et al., 200930. m/0.25 mm/0.25 μm, Helium; Program: 35 0C 3 0C/min -> 100 0C 5 0C/min -> 240 0C (10 min)
CapillaryCarbowax 20M1730.Vinogradov, 2004Program: not specified

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, 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]

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., 1982
Yevstropov, A.A.; Lebedev, B.V.; Kulagina, T.G.; Lebedev, N.K., Calorimetric study of d-valerolactone, poly-d-valerolactone and of the process of polymerization of d-valerolactone in the 13.8 to 340 K temperature range, Vysokomol. Soedin., Ser. A, 1982, 24, 568-574. [all data]

Evstopov, Lebedev, et al., 1981
Evstopov, A.A.; Lebedev, B.V.; Kulagina, T.G.; Lebedev, N.K., Thermodynamics of the polymerization process of d-valerolactone and poly-d-valerolactone in the range 0 to 350 K, Termodin. Org. Soedin., 1981, 20-31. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Anonymous, 1955
Anonymous, R., , Am. Pet. Inst. Res. Proj. 45, Tech. Rep. 14, No. 1, Ohio State Univ., 1955. [all data]

Lebedev and Yevstropov, 1983, 2
Lebedev, B.V.; Yevstropov, A.A. (see evstro aa), Thermodynamics of β-propiolactone, γ-butyrolactone, δ- valerolactone, and ε-caprolactone from 13.8 to 340 K, J. Chem. Thermodyn., 1983, 15, 115. [all data]

Evstropov, Lebedev, et al., 1982
Evstropov, A.A.; Lebedev, B.V.; Kulagina, T.G.; Lebedev, N.K., Calorimetric study of γ-valerolactone, poly-γ-valerolactone and of the process of polymerization of γ-valerolactone in the 13.8 to 340 K temperature range, Vysokomol. Soedin., Ser. A, 1982, 24, 568-574. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Schuette and Thomas, 1930
Schuette, H.A.; Thomas, Ralph W., NORMAL VALEROLACTONE. II. ITS VAPOR PRESSURE, J. Am. Chem. Soc., 1930, 52, 5, 2028-2030, https://doi.org/10.1021/ja01368a046 . [all data]

Acree, 1991
Acree, William E., Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation, Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H . [all data]

Osorio, Alarcon, et al., 2006
Osorio, C.; Alarcon, M.; Moreno, C.; Bonilla, A.; Barrios, J.; Garzon, C.; Duque, C., Characterization of Odor-Active Volatiles in Champa ( Campomanesia lineatifolia R. P.), J. Agric. Food Chem., 2006, 54, 2, 509-516, https://doi.org/10.1021/jf052098c . [all data]

Andrade, Sampaio, et al., 2007
Andrade, M.S.; Sampaio, T.S.; Nogueira, P.C.L.; Ribeiro, A.S.; Bittrich, V.; Amaral, M.C.E., Volatile compounds of the leaves, flowers and fruits of Kielmeyera rugosa Choisy (Clusiaceae), Flavour Fragr. J., 2007, 22, 1, 49-52, https://doi.org/10.1002/ffj.1751 . [all data]

Fröhlich, Duque, et al., 1989
Fröhlich, O.; Duque, C.; Schreier, P., Volatile constituents of curuba (Passiflora mollissima) fruit, J. Agric. Food Chem., 1989, 37, 2, 421-425, https://doi.org/10.1021/jf00086a033 . [all data]

Leffingwell and Alford, 2011
Leffingwell, J.; Alford, E.D., Volatile constituents of the giant pufball mushroom (Calvatia gigantea), Leffingwell Rep., 2011, 4, 1-17. [all data]

Ciccioli, Cecinato, et al., 1994
Ciccioli, P.; Cecinato, A.; Brancaleoni, E.; Brachetti, A.; Frattoni, M.; Sparapani, R., Composition and Distribution of Polar and Non-Polar VOCs in Urban, Rural, Forest and Remote Areas, Eur Commission EUR, 1994, 549-568. [all data]

Ciccioli, Brancaleoni, et al., 1993
Ciccioli, P.; Brancaleoni, E.; Cecinato, A.; Sparapani, R.; Frattoni, M., Identification and determination of biogenic and anthropogenic volatile organic compounds in forest areas of Northern and Southern Europe and a remote site of the Himalaya region by high-resolution gas chromatography-mass spectrometry, J. Chromatogr., 1993, 643, 1-2, 55-69, https://doi.org/10.1016/0021-9673(93)80541-F . [all data]

Chinnici, Guerrero, et al., 2009
Chinnici, F.; Guerrero, E.D.; Sonni, F.; Natali, N.; Marin, R.N.; Riponi, C., Gas chromatography - mass spectrometry (GC-MS) characterization of volatile compounds in quality vinegars with protected Europian geographical indication, J. Agric. Food Chem., 2009, 57, 11, 4784-4792, https://doi.org/10.1021/jf804005w . [all data]

Vinogradov, 2004
Vinogradov, B.A., Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]

Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References