2,5-Dihydrothiophene sulfone
- Formula: C4H6O2S
- Molecular weight: 118.154
- IUPAC Standard InChI: InChI=1S/C4H6O2S/c5-7(6)3-1-2-4-7/h1-2H,3-4H2
- IUPAC Standard InChIKey: MBDNRNMVTZADMQ-UHFFFAOYSA-N
- CAS Registry Number: 77-79-2
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Other names: Thiophene, 2,5-dihydro-, 1,1-dioxide; 2,5-Dihydrothiophene 1,1-dioxide; 3-Sulfolene; Butadiene sulfone; Sulfolene; NCI-C04557; 2,5-Dihydrothiophene dioxide; Sulfol-3-ene; β-Sulfolene; 2,5-Dihydrothiophene S,S-dioxide; NSC 48532; Sulpholene
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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 | -61.10 ± 0.40 | kcal/mol | Ccr | Mackle and McNally, 1969 | Heat of combustion is not reported |
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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -76.10 ± 0.40 | kcal/mol | Ccr | Mackle and McNally, 1969 | Heat of combustion is not reported |
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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 15.0 | kcal/mol | V | Mackle and McNally, 1969 | Heat of combustion is not reported |
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: 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
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By formula: C4H6 + O2S = C4H6O2S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -16.5 | kcal/mol | Eqk | Mackle and McNally, 1969 | gas phase |
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 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
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.0 | PE | Aitken, Gosney, et al., 1984 | LBLHLM |
| 10.35 | PE | Aitken, Gosney, et al., 1984 | Vertical value; LBLHLM |
| 10.44 | PE | Solouki, Bock, et al., 1975 | Vertical value; LLK |
| 10.44 | PE | Solouki, Bock, et al., 1972 | Vertical value; LLK |
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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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. |
|---|---|
| Origin | Chemical Concepts |
| NIST MS number | 149770 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, 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.
Mackle and McNally, 1969
Mackle, H.; McNally, D.V.,
Studies in the thermochemistry of sulphones. Part 9 - Thermochemistry of the butadiene and isoprene sulphones,
Trans. Faraday Soc., 1969, 65, 1738-1741. [all data]
Aitken, Gosney, et al., 1984
Aitken, R.A.; Gosney, I.; Farries, H.; Palmer, M.H.; Simpson, I.; Cadogan, J.I.G.; Tinley, E.J.,
Chemical repercussions of orbital interactions through bond and through space. The reactivity of the double bond in unsaturated cyclic sulphones towards aziridine formation and epoxidation,
Tetrahedron, 1984, 40, 2487. [all data]
Solouki, Bock, et al., 1975
Solouki, B.; Bock, H.; Appel, R.,
Photoelektronenspektren und Molekuleigenschaften, XLV Schwefelsaure-Derivate X2SY2: Alkyl-, Vinyl- und Arylsulfone, Alkylsulfoimide und Sulfurylhalogenide,
Chem. Ber., 1975, 108, 897. [all data]
Solouki, Bock, et al., 1972
Solouki, B.; Bock, H.; Appel, R.,
Sequence of orbitals in sulfones and sulfodiimides,
Angew. Chem. Int. Ed. Engl., 1972, 11, 927. [all data]
Notes
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- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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