Thiophene

Formula: C₄H₄S
Molecular weight: 84.140
IUPAC Standard InChI: InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H
IUPAC Standard InChIKey: YTPLMLYBLZKORZ-UHFFFAOYSA-N
CAS Registry Number: 110-02-1
Chemical structure:
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Other names: Thiacyclopentadiene; CP 34; Furan, thio-; Huile HSO; Huile H50; Thiaphene; Thiofuram; Thiofuran; Thiofurfuran; Thiole; Thiophen; Thiotetrole; Divinylene sulfide; USAF EK-1860; Thiofen; UN 2414; Hopkin's lactic acid reagent; NSC 405073
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Gas phase thermochemistry data

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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
Δ_fH°_gas	52.20	kcal/mol	N/A	Zaheeruddin and Lodhi, 1991	Value computed using Δ_fH_liquid° value of 183.0 kj/mol from Zaheeruddin and Lodhi, 1991 and Δ_vapH° value of 35.4 kj/mol from Hubbard, Scott, et al., 1955.; DRB
Δ_fH°_gas	27.82	kcal/mol	N/A	Sunner, 1963	Value computed using Δ_fH_liquid° value of 81.0±0.6 kj/mol from Sunner, 1963 and Δ_vapH° value of 35.4 kj/mol from Hubbard, Scott, et al., 1955.; DRB
Δ_fH°_gas	27.49 ± 0.24	kcal/mol	Ccb	Hubbard, Scott, et al., 1955	see Waddington, Knowlton, et al., 1949; ALS
Δ_fH°_gas	27.89	kcal/mol	N/A	Moore, Renquist, et al., 1940	Value computed using Δ_fH_liquid° value of 81.3±2.6 kj/mol from Moore, Renquist, et al., 1940 and Δ_vapH° value of 35.4 kj/mol from Hubbard, Scott, et al., 1955.; DRB

References

Go To: Top, Gas phase thermochemistry data, Notes

Zaheeruddin and Lodhi, 1991
Zaheeruddin, M.; Lodhi, Z.H., Enthalpies of formation of some cyclic compounds, Phys. Chem. (Peshawar Pak.), 1991, 10, 111-118. [all data]

Hubbard, Scott, et al., 1955
Hubbard, W.N.; Scott, D.W.; Frow, F.R.; Waddington, G., Thiophene: Heat of combustion and chemical thermodynamic properties, J. Am. Chem. Soc., 1955, 77, 5855-58. [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]

Waddington, Knowlton, et al., 1949
Waddington, G.; Knowlton, J.W.; Scott, D.W.; Oliver, G.D.; Todd, S.S.; Hubbard, W.N.; Smith, J.C.; Huffman, H.M., Thermodynamic propertie of thiophene, J. Am. Chem. Soc., 1949, 71, 797-808. [all data]

Moore, Renquist, et al., 1940
Moore, G.E.; Renquist, M.L.; Parks, G.S., Thermal data on organic compounds. XX. Modern combustion data for two methylnonanes, methyl ethyl ketone, thiophene and six cycloparaffins, J. Am. Chem. Soc., 1940, 62, 1505-1507. [all data]

Notes

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Symbols used in this document:

Δ_fH°_gas Enthalpy of formation of gas at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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