Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

Oxacyclotetradecan-2-one

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, 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
Deltafliquid-644. ± 2.kJ/molCmWiberg and Waldron, 1991Heat of reduction, Hfusion=1.72 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Deltafsolid-648.1 ± 2.9kJ/molCcbLebedev, Yevstropov, et al., 1981ALS
Quantity Value Units Method Reference Comment
Deltacsolid-7895.3 ± 2.9kJ/molCcbLebedev, Yevstropov, et al., 1981Corresponding «DELTA»fsolid = -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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, 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
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
Deltavap75.0kJ/molN/AWiberg and Waldron, 1991DRB
Deltavap72.9 ± 1.7kJ/molMMWiberg and Waldron, 1991Based on data from 375. - 405. K.; AC

Enthalpy of vaporization

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

Enthalpy of fusion

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

Enthalpy of phase transition

DeltaHtrs (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

DeltaStrs (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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, 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: 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
Deltar1.0 ± 0.4kJ/molCmWiberg and Waldron, 1991solid phase

Mass spectrum (electron ionization)

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

Spectrum

Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.

Mass spectrum
For Zoom
1.) Enter the desired X axis range (e.g., 100, 200)
2.) Check here for automatic Y scaling
3.) Press here to zoom

Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

View spectrum image in SVG format.

Download spectrum in JCAMP-DX format.

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 W. KELLY UNILEVER RESEARCH COLWORTH/WELWYN, BEDFORD U.K.
NIST MS number 9818

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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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

Kovats' RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryHP-51627.Lopes, Strobl, et al., 200430. m/0.25 mm/0.25 «mu»m, He, 3. K/min; Tstart: 60. C; Tend: 260. C

Kovats' RI, polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryDB-Wax2030.Lopes, Strobl, et al., 200430. m/0.32 mm/0.25 «mu»m, He, 40. C @ 5. min, 3. K/min; Tend: 220. C

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

View large format table.

Column type Active phase I Reference Comment
CapillaryHP-5MS1640.8Andriamaharavo, 201430. m/0.25 mm/0.25 «mu»m, He; Program: 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min)

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillarySPB-51636.Doneanu and Anitescu, 199850. m/0.32 mm/0.25 «mu»m, He, 3. K/min, 240. C @ 20. min; Tstart: 60. C

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

View large format table.

Column type Active phase I Reference Comment
CapillaryCP Sil 8 CB1590.Nivinskienë, Butkienë, et al., 200550. m/0.32 mm/0.25 «mu»m, He; Program: 60C(1min) => 5C/min => 160C => 5C/min => 250C(3min)

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type Active phase I Reference Comment
CapillaryHP-Innowax2082.Paroul, Rota, et al., 200230. m/0.32 mm/0.5 «mu»m, H2; Program: 40C (8min) => 3C/min => 180C => 20C/min => 240C
CapillaryFFAP2062.Reddy, Angers, et al., 199825. m/0.2 mm/0.33 «mu»m, H2; Program: 40C(5min) => 4C/min => 170C => 8C/min => 240C (12min)
CapillaryNB-3512055.Kerrola and Kallio, 199425. m/0.32 mm/0.2 «mu»m, He; Program: 35C(5min) => 2.5C/min => 150C => 5C/min => 240C (20min)

References

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

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]

Lopes, Strobl, et al., 2004
Lopes, D.; Strobl, H.; Kolodziejczyk, P., 14-Methylpentadecano-15-lactone (Muscolide): a new macrocyclic lactone from the oil of Angelica archangelica L., Chemistry and Biodiversity, 2004, 1, 12, 1880-1887, https://doi.org/10.1002/cbdv.200490144 . [all data]

Andriamaharavo, 2014
Andriamaharavo, N.R., Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]

Doneanu and Anitescu, 1998
Doneanu, C.; Anitescu, G., Supercritical carbon dioxide extraction of Angelica archangelica L. root oil, J. Supercrit. Fluids, 1998, 12, 1, 59-67, https://doi.org/10.1016/S0896-8446(97)00040-5 . [all data]

Nivinskienë, Butkienë, et al., 2005
Nivinskienë, O.; Butkienë, R.; Mockutë, D., Chemical composition of seed (fruit) essential oils of Angelica archangelica L. growing wild in Lithuania, Chemija, 2005, 16, 3-4, 51-54. [all data]

Paroul, Rota, et al., 2002
Paroul, N.; Rota, L.; Frizzo, C.; Atti dos Santos, A.C.; Moyna, P.; Gower, A.E.; Serafini, L.A., Chemical composition of the volatiles of Angelica root obtained by hydrodistillation and supercritical CO2 extraction, J. Essent. Oil Res., 2002, 14, 4, 282-285, https://doi.org/10.1080/10412905.2002.9699855 . [all data]

Reddy, Angers, et al., 1998
Reddy, M.V.B.; Angers, P.; Gosselin, A.; Arul, J., Characterization and use of essential oil from Thymus vulgaris against Botrytis cinerea and Rhizopus stolonifer in strawberry fruits, Phytochemistry, 1998, 47, 8, 1515-1520, https://doi.org/10.1016/S0031-9422(97)00795-4 . [all data]

Kerrola and Kallio, 1994
Kerrola, K.M.; Kallio, H.P., Extraction of volatile compounds of angelica (Angelica archangelica L.) root by liquid carbon dioxide, J. Agric. Food Chem., 1994, 42, 10, 2235-2245, https://doi.org/10.1021/jf00046a030 . [all data]


Notes

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