Thiophene, 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
Δfgas-8.02 ± 0.28kcal/molCcrDavies and Sunner, 1962see Sunner, 1963
Δfgas-8.25 ± 0.36kcal/molCcrHubbard, Katz, et al., 1954Heat of combustion calculated author's U=-773.80

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-17.40 ± 0.28kcal/molCcrDavies and Sunner, 1962see Sunner, 1963; ALS
Δfliquid-17.48 ± 0.35kcal/molCcrHubbard, Katz, et al., 1954Heat of combustion calculated author's U=-773.80; ALS
Quantity Value Units Method Reference Comment
Δcliquid-776.01 ± 0.25kcal/molCcrDavies and Sunner, 1962see Sunner, 1963; ALS
Δcliquid-775.87 ± 0.31kcal/molCcrHubbard, Katz, et al., 1954Heat of combustion calculated author's U=-773.80; ALS
Quantity Value Units Method Reference Comment
liquid49.670cal/mol*KN/AHubbard, Finke, et al., 1952DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
33.499298.15Hubbard, Finke, et al., 1952T = 13 to 333 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
Tboil393. ± 3.KAVGN/AAverage of 7 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus174.35KN/ADavies and Sunner, 1962, 2Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Ttriple176.98KN/AHubbard, Finke, et al., 1952, 2Uncertainty assigned by TRC = 0.06 K; TRC
Quantity Value Units Method Reference Comment
Tc632.KN/AMajer and Svoboda, 1985 
Tc632.KN/ACheng, McCoubrey, et al., 1962Uncertainty assigned by TRC = 1. K; extrapolated to zero time to correct for decompostion calibr. vs NPL thermometer J.C.McCoubrey, A.R.Ubbelohde Trans. Faraday Soc. 1960,56,114; TRC
Quantity Value Units Method Reference Comment
Δvap9.3 ± 0.1kcal/molAVGN/AAverage of 6 values; Individual data points

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
8.284394.3N/AMajer and Svoboda, 1985 
8.87358.A,EBStephenson and Malanowski, 1987Based on data from 343. to 434. K. See also Hubbard, Finke, et al., 1952 and Osborn and Douslin, 1966.; AC
9.01346.EBWhite, Barnard--Smith, et al., 1952Based on data from 331. to 401. K.; AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kcal/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kcal/mol) β Tc (K) Reference Comment
350. to 394.12.610.2624632.Majer and Svoboda, 1985 

Antoine Equation Parameters

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

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Temperature (K) A B C Reference Comment
333.4 to 373.55.002901979.9812.346Eon, Pommier, et al., 1971Coefficents calculated by NIST from author's data.
344.33 to 433.604.11461401.939-53.543Osborn and Douslin, 1966 

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
1.7572176.98Hubbard, Finke, et al., 1952DH
1.76177.Lange, 1985AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
9.928176.98Hubbard, Finke, et al., 1952DH

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: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

(C4H8S+ • Thiophene, tetrahydro-) + Thiophene, tetrahydro- = (C4H8S+ • 2Thiophene, tetrahydro-)

By formula: (C4H8S+ • C4H8S) + C4H8S = (C4H8S+ • 2C4H8S)

Quantity Value Units Method Reference Comment
Δr7.8kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr18.cal/mol*KN/AHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated

(C4H9S+ • Thiophene, tetrahydro-) + Thiophene, tetrahydro- = (C4H9S+ • 2Thiophene, tetrahydro-)

By formula: (C4H9S+ • C4H8S) + C4H8S = (C4H9S+ • 2C4H8S)

Quantity Value Units Method Reference Comment
Δr7.9kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr18.cal/mol*KN/AHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated

C4H9S+ + Thiophene, tetrahydro- = (C4H9S+ • Thiophene, tetrahydro-)

By formula: C4H9S+ + C4H8S = (C4H9S+ • C4H8S)

Quantity Value Units Method Reference Comment
Δr16.9kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase
Quantity Value Units Method Reference Comment
Δr21.0cal/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase

C4H8S+ + Thiophene, tetrahydro- = (C4H8S+ • Thiophene, tetrahydro-)

By formula: C4H8S+ + C4H8S = (C4H8S+ • C4H8S)

Quantity Value Units Method Reference Comment
Δr16.9kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; ΔrH<

Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C4H8S+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.38eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)202.9kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity195.8kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.38PIPECOButler and Baer, 1983LBLHLM
8.62 ± 0.05EIDistefano, Foffani, et al., 1971LLK
8.62EIDistefano, Foffani, et al., 1971, 2LLK
8.57 ± 0.15EIGallegos and Kiser, 1962RDSH
8.40PESchmidt and Schweig, 1973Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CHS+11.0 ± 0.1C3H7PIButler and Baer, 1982T = 298K; LBLHLM
CHS+11.1 ± 0.1C3H7PIButler and Baer, 1982T = 0K; LBLHLM
CHS+13.8 ± 0.2?EIGallegos and Kiser, 1962RDSH
CH2S+10.5C3H6PIPECOButler and Baer, 1983LBLHLM
CH2S+13.0 ± 0.2?EIGallegos and Kiser, 1962RDSH
CH3S+11.1C3H5PIPECOButler and Baer, 1983LBLHLM
CH3S+14.0 ± 0.2?EIGallegos and Kiser, 1962RDSH
C2H2S+17.0 ± 0.3?EIGallegos and Kiser, 1962RDSH
C2H3+18.0 ± 0.4?EIGallegos and Kiser, 1962RDSH
C2H3S+10.36C2H5PIPECOButler and Baer, 1983LBLHLM
C2H3S+15.7 ± 0.4?EIGallegos and Kiser, 1962RDSH
C2H4S+11.7 ± 0.3?EIGallegos and Kiser, 1962RDSH
C3H3+17.2 ± 0.2?EIGallegos and Kiser, 1962RDSH
C3H5+15.5 ± 0.2?EIGallegos and Kiser, 1962RDSH
C4H6+11.9 ± 0.2?EIGallegos and Kiser, 1962RDSH
C4H7+12.4 ± 0.2SHEIGallegos and Kiser, 1962RDSH
C4H7S+10.1HPIPECOButler and Baer, 1983LBLHLM
C4H7S+12.4 ± 0.3HEIGallegos and Kiser, 1962RDSH
C4H8S+10.21C2H4PIPECOButler and Baer, 1983LBLHLM

Ion clustering 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: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

C4H8S+ + Thiophene, tetrahydro- = (C4H8S+ • Thiophene, tetrahydro-)

By formula: C4H8S+ + C4H8S = (C4H8S+ • C4H8S)

Quantity Value Units Method Reference Comment
Δr16.9kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; ΔrH<

(C4H8S+ • Thiophene, tetrahydro-) + Thiophene, tetrahydro- = (C4H8S+ • 2Thiophene, tetrahydro-)

By formula: (C4H8S+ • C4H8S) + C4H8S = (C4H8S+ • 2C4H8S)

Quantity Value Units Method Reference Comment
Δr7.8kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr18.cal/mol*KN/AHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated

C4H9S+ + Thiophene, tetrahydro- = (C4H9S+ • Thiophene, tetrahydro-)

By formula: C4H9S+ + C4H8S = (C4H9S+ • C4H8S)

Quantity Value Units Method Reference Comment
Δr16.9kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase
Quantity Value Units Method Reference Comment
Δr21.0cal/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase

(C4H9S+ • Thiophene, tetrahydro-) + Thiophene, tetrahydro- = (C4H9S+ • 2Thiophene, tetrahydro-)

By formula: (C4H9S+ • C4H8S) + C4H8S = (C4H9S+ • 2C4H8S)

Quantity Value Units Method Reference Comment
Δr7.9kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated
Quantity Value Units Method Reference Comment
Δr18.cal/mol*KN/AHiraoka, Takimoto, et al., 1987gas phase; Entropy change calculated or estimated

Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, UV/Visible 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

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Additional Data

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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.
NIST MS number 694

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UV/Visible spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Fehnel and Carmack, 1949
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 10651
Instrument Beckman DU
Melting point - 96.1
Boiling point 121

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

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

Davies and Sunner, 1962
Davies, J.V.; Sunner, S., Heats of combustion and formation of thiolane and of the thiolenes, Acta Chem. Scand., 1962, 16, 1870-1876. [all data]

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]

Hubbard, Katz, et al., 1954
Hubbard, W.N.; Katz, C.; Waddington, G., A rotating combustion bomb for precision calorimetry. Heats of combustion of some sulfur-containing compounds, J. Phys. Chem., 1954, 58, 142. [all data]

Hubbard, Finke, et al., 1952
Hubbard, W.N.; Finke, H.L.; Scott, D.W.; McCullough, J.P.; Katz, C.; Gross, M.E.; Messerly, J.F.; Pennington, R.E.; Waddington, G., Thiacyclopentane: heat capacity, heats of fusion and vaporization, vapor pressure, entropy, heat of formation and thermodynamic functions, J. Am. Chem. Soc., 1952, 74, 6025-6030. [all data]

Davies and Sunner, 1962, 2
Davies, J.V.; Sunner, S., Heats of Combustion and Formation of Thiolane and the Thiolenes, Acta Chem. Scand., 1962, 16, 1870. [all data]

Hubbard, Finke, et al., 1952, 2
Hubbard, W.N.; Finke, H.L.; Scott, D.W.; McCullough, J.P.; Katz, C.; Gross, M.E.; Messerly, J.F.; Pennington, R.E.; Waddington, G., Thiacyclopentyane: Heat Capacity, Heats of Fusion and Vaporization, Vapor Pressure, Entropy, Heat of Formation and Thermo. Functions, J. Am. Chem. Soc., 1952, 74, 6025-30. [all data]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Cheng, McCoubrey, et al., 1962
Cheng, D.C.H.; McCoubrey, J.C.; Phillips, D.G., Critical Temperatures of Some Organic Cyclic Compounds, Trans. Faraday Soc., 1962, 58, 224. [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]

Osborn and Douslin, 1966
Osborn, A.G.; Douslin, D.R., Vapor Pressure Relations of 36 Sulfur Compounds Present in Petroleum., J. Chem. Eng. Data, 1966, 11, 4, 502-509, https://doi.org/10.1021/je60031a014 . [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]

Eon, Pommier, et al., 1971
Eon, C.; Pommier, C.; Guiochon, G., Vapor pressures and second virial coefficients of some five-membered heterocyclic derivatives, J. Chem. Eng. Data, 1971, 16, 4, 408-410, https://doi.org/10.1021/je60051a008 . [all data]

Lange, 1985
Lange, N.A., Lange's Handbook of Chemistry, 13th Edition, J.A. Dean, ed(s)., McGraw-Hill, New York, NY, 1985, 1792. [all data]

Hiraoka, Takimoto, et al., 1987
Hiraoka, K.; Takimoto, H.; Yamabe, S., Stabilities and Structures in Cluster Ions of Five-Membered Heterocyclic Compounds Containing O, N and S Atoms, J. Am. Chem. Soc., 1987, 109, 24, 7346, https://doi.org/10.1021/ja00258a018 . [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]

Butler and Baer, 1983
Butler, J.J.; Baer, T., A photoionization study of organosulfur ring compounds: Thiirane, thietane and tetrahydrothiophene, Org. Mass Spectrom., 1983, 18, 248. [all data]

Distefano, Foffani, et al., 1971
Distefano, G.; Foffani, A.; Innorta, G.; Pignataro, S., Mass spectrometric study of transition metal complexes with ligands having nitrogen or sulphur as donor atom, Adv. Mass Spectrom., 1971, 5, 696. [all data]

Distefano, Foffani, et al., 1971, 2
Distefano, G.; Foffani, A.; Innorta, G.; Pignataro, S., Electron impact ionization potentials of some manganese, chromium and tungsten organometallic derivatives, Int. J. Mass Spectrom. Ion Phys., 1971, 7, 383. [all data]

Gallegos and Kiser, 1962
Gallegos, E.J.; Kiser, R.W., Electron impact spectroscopy of the four- and five-membered, saturated heterocyclic compounds containing nitrogen, oxygen and sulfur, J. Phys. Chem., 1962, 66, 136. [all data]

Schmidt and Schweig, 1973
Schmidt, H.; Schweig, A., Ausschluss transanularer Wechselwirkung in 2.5-Dihydrothiophen, Tetrahedron Lett., 1973, 1437. [all data]

Butler and Baer, 1982
Butler, J.J.; Baer, T., Photoionization study of the heat of formation of HCS+, J. Am. Chem. Soc., 1982, 104, 5016. [all data]

Fehnel and Carmack, 1949
Fehnel, E.A.; Carmack, M., J. Am. Chem. Soc., 1949, 71, 84. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), UV/Visible spectrum, References