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

2H-Thiopyran, tetrahydro-

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, Gas phase ion energetics data, IR Spectrum, 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 as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafgas-63.3kJ/molN/ASunner, 1963Value computed using «DELTA»fHliquid° value of -106.0±1.0 kj/mol from Sunner, 1963 and «DELTA»vapH° value of 42.7 kj/mol from McCullough, Finke, et al., 1954.; DRB
Deltafgas-63.5 ± 1.0kJ/molCcrMcCullough, Finke, et al., 1954Reanalyzed by Cox and Pilcher, 1970, Original value = -62.6 ± 1.0 kJ/mol; ALS

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, 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 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-106. ± 1.kJ/molCcrSunner, 1963See Sunner, 1962; ALS
Deltafliquid-106.2 ± 0.88kJ/molCcrMcCullough, Finke, et al., 1954Reanalyzed by Cox and Pilcher, 1970, Original value = -105.4 ± 0.84 kJ/mol; ALS
Quantity Value Units Method Reference Comment
Deltacliquid-3892.5kJ/molCcrSunner, 1963See Sunner, 1962; ALS
Deltacliquid-3892.5 ± 0.71kJ/molCcrMcCullough, Finke, et al., 1954Reanalyzed by Cox and Pilcher, 1970, Original value = -3892.2 ± 0.71 kJ/mol; ALS
Quantity Value Units Method Reference Comment
liquid218.24J/mol*KN/AMcCullough, Finke, et al., 1954, 2DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
163.30298.15McCullough, Finke, et al., 1954, 2T = 13 to 340 K.; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Kenneth Kroenlein director
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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
Tboil414.9KN/AWeast and Grasselli, 1989BS
Tboil415.0KN/AHaines, Helm, et al., 1956Uncertainty assigned by TRC = 0.4 K; TRC
Quantity Value Units Method Reference Comment
Tfus291.5KN/AHaines and Gilson, 1989Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC
Tfus292.14KN/AHaines, Helm, et al., 1956Uncertainty assigned by TRC = 0.05 K; TRC
Quantity Value Units Method Reference Comment
Ttriple292.25KN/AMcCullough, Finke, et al., 1954, 3Crystal phase 1 phase; Uncertainty assigned by TRC = 0.07 K; accompanied by lambda-type transition; TRC
Quantity Value Units Method Reference Comment
Tc684.KN/AAnselme and Teja, 1990Uncertainty assigned by TRC = 22. K; TRC
Quantity Value Units Method Reference Comment
rhoc2.84mol/lN/AAnselme and Teja, 1990Uncertainty assigned by TRC = 0.39 mol/l; TRC
Quantity Value Units Method Reference Comment
Deltavap42.8kJ/molCReid, 1972AC
Deltavap42.7kJ/molN/AMcCullough, Finke, et al., 1954DRB

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
41.4325.N/ADykyj, Svoboda, et al., 1999Based on data from 310. - 443. K.; AC
39.5362.A,EBStephenson and Malanowski, 1987Based on data from 347. - 423. K. See also White, Barnard--Smith, et al., 1952.; AC
37.2345.EBPalczewska-Tulinska, Cholinski, et al., 1984Based on data from 338. - 393. K.; AC
42.8 ± 0.2350.VMcCullough, Finke, et al., 1954ALS
39.7351.N/AMcCullough, Finke, et al., 1954, 2AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

View plot Requires a JavaScript / HTML 5 canvas capable browser.

Temperature (K) A B C Reference Comment
351.43 - 414.904.02701420.424-61.672McCullough, Finke, et al., 1954, 2Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
2.45292.3Domalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
5.44201.4Domalski and Hearing, 1996CAL
32.38240.0
8.37292.3

Enthalpy of phase transition

DeltaHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
1.0979201.4crystaline, IIIcrystaline, IIMcCullough, Finke, et al., 1954, 2DH
7.7751240.02crystaline, IIcrystaline, IMcCullough, Finke, et al., 1954, 2DH
2.4485292.25crystaline, IliquidMcCullough, Finke, et al., 1954, 2DH

Entropy of phase transition

DeltaStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
5.45201.4crystaline, IIIcrystaline, IIMcCullough, Finke, et al., 1954, 2DH
32.39240.02crystaline, IIcrystaline, IMcCullough, Finke, et al., 1954, 2DH
8.38292.25crystaline, IliquidMcCullough, Finke, et al., 1954, 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:


Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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 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)855.8kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity826.0kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.2PESarneel, Worrell, et al., 1980LLK
8.36PESarneel, Worrell, et al., 1980Vertical value; LLK
8.39PEPlanckaert, Doucet, et al., 1974Vertical value; LLK
8.45PESweigart and Turner, 1972Vertical value; LLK

IR Spectrum

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

Gas Phase Spectrum

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

IR 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

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

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 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

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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 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 Japan AIST/NIMC Database- Spectrum MS-NW-4932
NIST MS number 233936

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.


References

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

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

Sunner, 1963
Sunner, S., Corrected heat of combustion and formation values for a number of organic sulphur compounds, Acta Chem. Scand., 1963, 17, 728-730. [all data]

McCullough, Finke, et al., 1954
McCullough, J.P.; Finke, H.L.; Hubbard, W.N.; Good, W.D.; Pennington, R.E.; Messerly, J.F.; Waddington, G., The chemical thermodynamic properties of thiacyclohexane from 0 to 1000°K, J. Am. Chem. Soc., 1954, 76, 2661-26. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Sunner, 1962
Sunner, S., Corrected heat of combustion and formation values for a number of organic sulphur compounds, Private communication, 1962, 1-4. [all data]

McCullough, Finke, et al., 1954, 2
McCullough, J.P.; Finke, H.L.; Hubbard, W.N.; Good, W.D.; Pennington, R.E.; Messerly, J.F.; Waddington, G., The chemical thermodynamic properties of thiacyclohexane from 0 to 100 K, J. Am. Chem. Soc., 1954, 76, 2661-2669. [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]

Haines, Helm, et al., 1956
Haines, W.E.; Helm, R.V.; Cook, G.L.; Ball, J.S., Purification and Properties of Organic Sulfur Compounds, J. Phys. Chem., 1956, 60, 549-55. [all data]

Haines and Gilson, 1989
Haines, J.; Gilson, D.F.R., Phase transisions in solid pentamethylene sulfide, J. Phys. Chem., 1989, 93, 6237. [all data]

McCullough, Finke, et al., 1954, 3
McCullough, J.P.; Finke, H.L.; Hubbard, W.N.; Good, W.D.; Pennington, R.E.; Messerly, J.F.; Waddington, G., The Chemical Thermodynamic Properties of Thiacyclohexane from 0 to 1000 K, J. Am. Chem. Soc., 1954, 76, 2661-9. [all data]

Anselme and Teja, 1990
Anselme, M.J.; Teja, A.S., The critical properties of rapidly reacting substances, AIChE Symp. Ser., 1990, 86, 279, 128-32. [all data]

Reid, 1972
Reid, Robert C., Handbook on vapor pressure and heats of vaporization of hydrocarbons and related compounds, R. C. Wilhort and B. J. Zwolinski, Texas A Research Foundation. College Station, Texas(1971). 329 pages.$10.00, AIChE J., 1972, 18, 6, 1278-1278, https://doi.org/10.1002/aic.690180637 . [all data]

Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R., Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [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]

White, Barnard--Smith, et al., 1952
White, P.T.; Barnard--Smith, D.G.; Fidler, F.A., Vapor Pressure--Temperature Relationships of Sulfur Compounds Related to Petroleum, Ind. Eng. Chem., 1952, 44, 6, 1430-1438, https://doi.org/10.1021/ie50510a064 . [all data]

Palczewska-Tulinska, Cholinski, et al., 1984
Palczewska-Tulinska, Marcela; Cholinski, Jacek; Szafranski, Andrzej M.; Wyrzykowska-Stankiewicz, Danuta, Experimental vapor pressures and maximum-likelihood Antoine-equation constants for 1,1,1-methoxydimethylpropane, thiacyclopentane and 1,4-butanediol, Fluid Phase Equilibria, 1984, 15, 3, 295-307, https://doi.org/10.1016/0378-3812(84)87014-4 . [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]

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]

Sarneel, Worrell, et al., 1980
Sarneel, R.; Worrell, C.W.; Pasman, P.; Verhoeven, J.W.; Mes, G.F., The photoelectron spectra of 4-methylene thiacyclohexane derivatives through-bond interaction, Tetrahedron, 1980, 36, 3241. [all data]

Planckaert, Doucet, et al., 1974
Planckaert, A.A.; Doucet, J.; Sandorfy, C., Comparative study of the vacuum ultraviolet absorption and photoelectron spectra of some simple ethers and thioethers, J. Chem. Phys., 1974, 60, 4846. [all data]

Sweigart and Turner, 1972
Sweigart, D.A.; Turner, D.W., Lone pair orbitals and their interactions studied by photoelectron spectroscopy. II. Equivalent orbitals in saturated oxygen and sulfur J. Heterocycl. Chem., J. Am. Chem. Soc., 1972, 94, 5599. [all data]


Notes

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