Thiophene, tetrahydro-
- Formula: C4H8S
- Molecular weight: 88.171
- IUPAC Standard InChIKey: RAOIDOHSFRTOEL-UHFFFAOYSA-N
- CAS Registry Number: 110-01-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Tetramethylene sulfide; Tetrahydrothiophene; Tetrahydrothiophen; Thiacyclopentane; Thilane; Thiolane; Thiophane; Tetramethylene sulphide; Thiolan; THT; Tetrahydrothiofen; Thiofan; UN 2412; Pennodorant 1013; NSC 5272
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Gas phase ion energetics data
Go To: Top, 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
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) | 8.38 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 849.1 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 819.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.38 | PIPECO | Butler and Baer, 1983 | LBLHLM |
8.62 ± 0.05 | EI | Distefano, Foffani, et al., 1971 | LLK |
8.62 | EI | Distefano, Foffani, et al., 1971, 2 | LLK |
8.57 ± 0.15 | EI | Gallegos and Kiser, 1962 | RDSH |
8.40 | PE | Schmidt and Schweig, 1973 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CHS+ | 11.0 ± 0.1 | C3H7 | PI | Butler and Baer, 1982 | T = 298K; LBLHLM |
CHS+ | 11.1 ± 0.1 | C3H7 | PI | Butler and Baer, 1982 | T = 0K; LBLHLM |
CHS+ | 13.8 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
CH2S+ | 10.5 | C3H6 | PIPECO | Butler and Baer, 1983 | LBLHLM |
CH2S+ | 13.0 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
CH3S+ | 11.1 | C3H5 | PIPECO | Butler and Baer, 1983 | LBLHLM |
CH3S+ | 14.0 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H2S+ | 17.0 ± 0.3 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H3+ | 18.0 ± 0.4 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H3S+ | 10.36 | C2H5 | PIPECO | Butler and Baer, 1983 | LBLHLM |
C2H3S+ | 15.7 ± 0.4 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H4S+ | 11.7 ± 0.3 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C3H3+ | 17.2 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C3H5+ | 15.5 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C4H6+ | 11.9 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C4H7+ | 12.4 ± 0.2 | SH | EI | Gallegos and Kiser, 1962 | RDSH |
C4H7S+ | 10.1 | H | PIPECO | Butler and Baer, 1983 | LBLHLM |
C4H7S+ | 12.4 ± 0.3 | H | EI | Gallegos and Kiser, 1962 | RDSH |
C4H8S+ | 10.21 | C2H4 | PIPECO | Butler and Baer, 1983 | LBLHLM |
References
Go To: Top, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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