Thiirane
- Formula: C2H4S
- Molecular weight: 60.118
- IUPAC Standard InChIKey: VOVUARRWDCVURC-UHFFFAOYSA-N
- CAS Registry Number: 420-12-2
- 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: Ethylene sulfide; Ethylene episulfide; Thiacyclopropane; Thiirene, 2,3-dihydro-; 2,3-Dihydrothiirene; Ethylene episulphide; Ethylene sulphide; NSC 89690; epithioethane
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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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 19.7 ± 0.24 | kcal/mol | N/A | Sunner, 1963 | Value computed using ΔfHliquid° value of 52±1 kj/mol from Sunner, 1963 and ΔvapH° value of 30.3±0.2 kj/mol from missing citation. |
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°liquid | 12.4 ± 0.3 | kcal/mol | Ccr | Sunner, 1963 | See Sunner, 1962 |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -481.02 | kcal/mol | Ccr | Sunner, 1963 | See Sunner, 1962 |
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 328.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 328.9 | K | N/A | Lecat, 1947 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tboil | 329. | K | N/A | Jones and Reid, 1938 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 7.24 | kcal/mol | N/A | Reid, 1972 | AC |
ΔvapH° | 7.24 ± 0.05 | kcal/mol | V | Guthrie, Scott, et al., 1952 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
7.29 | 306. | A | Stephenson and Malanowski, 1987 | Based on data from 291. to 361. K. See also Guthrie, Scott, et al., 1952, 2 and Dykyj, Svoboda, et al., 1999.; AC |
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 |
---|---|---|---|---|---|
291.44 to 360.88 | 4.15055 | 1190.802 | -41.175 | Guthrie, Scott, et al., 1952, 2 | Coefficents calculated by NIST from author's data. |
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
Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
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 C2H4S+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 193.0 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 185.9 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.05 | PIPECO | Butler and Baer, 1983 | LBLHLM |
9.04 ± 0.01 | PI | Butler and Baer, 1982 | LBLHLM |
8.9 ± 0.1 | PE | Aue, Webb, et al., 1980 | LLK |
8.9 | PE | Aue and Bowers, 1979 | LLK |
9.00 | PE | Schweig and Thiel, 1973 | LLK |
9.051 ± 0.006 | S | Basco and Morse, 1973 | LLK |
8.87 ± 0.15 | EI | Gallegos and Kiser, 1961 | RDSH |
9.0 | EI | Vorob'ev, Furlei, et al., 1989 | Vertical value; LL |
9.05 | PE | Frost, Herring, et al., 1973 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CHS+ | 11.07 ± 0.04 | CH3 | PI | Butler and Baer, 1982 | T = 298K; LBLHLM |
CHS+ | 11.13 ± 0.04 | CH3 | PI | Butler and Baer, 1982 | T = 0K; LBLHLM |
CHS+ | 12.3 ± 0.2 | CH3 | EI | Gallegos and Kiser, 1961 | RDSH |
CH2+ | 20.4 ± 0.5 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
CH2S+ | 12.7 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H2+ | 17.9 ± 0.5 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H2S+ | 15.0 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H3+ | 14.0 | SH | EI | Haney and Franklin, 1968 | RDSH |
C2H3S+ | 10.7 | H | PIPECO | Butler and Baer, 1983 | LBLHLM |
C2H3S+ | 11.4 ± 0.2 | H | EI | Gallegos and Kiser, 1961 | RDSH |
H2S+ | 13.4 | C2H2 | EI | Haney and Franklin, 1968 | RDSH |
H2S+ | 13.4 ± 0.1 | C2H2 | EI | Gallegos and Kiser, 1961 | RDSH |
S+ | 13.1 ± 0.2 | C2H4 | EI | Gallegos and Kiser, 1961 | RDSH |
IR Spectrum
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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: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | COBLENTZ SOC. Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | WYANDOTTE CHEMICALS CORP. |
Source reference | COBLENTZ NO. 05947 |
Date | 1962/11/12 |
Name(s) | thiirane THIIRANE |
State | LIQUID (NEAT) |
Instrument | BAIRD (GRATING) |
Instrument parameters | NaCl PRISM |
Path length | 0.003 CM |
Resolution | 2 |
Sampling procedure | TRANSMISSION |
Data processing | DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY |
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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Due to licensing restrictions, this spectrum cannot be downloaded.
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 | E.GALLEGOS KANSAS STATE UNIVERSITY, MANHATTAN, KANSAS, USA |
NIST MS number | 162 |
UV/Visible spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | Sewell, 1971 |
---|---|
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. 19865 |
Instrument | Beckman DK 2 |
Boiling point | 54/ 760 mm |
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), UV/Visible spectrum, 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]
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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Lecat, 1947
Lecat, M.,
Orthobaric Azeotropes of Sulfides,
Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]
Jones and Reid, 1938
Jones, S.O.; Reid, E.E.,
The Addition of Sulfurl, Hydrogen Sulfide and Mercaptans to Unsaturated Hydrocarbons,
J. Am. Chem. Soc., 1938, 60, 2452. [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]
Guthrie, Scott, et al., 1952
Guthrie, G.B., Jr.; Scott, D.W.; Waddington, G.,
Thiacyclopropane (ethylene sulfide): Infrared spectrum, vapor pressure and some thermodynamic properties,
J. Am. Chem. Soc., 1952, 74, 2795-28. [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]
Guthrie, Scott, et al., 1952, 2
Guthrie, G.B.; Scott, D.W.; Waddington, Guy,
Thiacyclopropane (Ethylene Sulfide): Infrared Spectrum, Vapor Pressure and Some Thermodynamic Properties 1,
J. Am. Chem. Soc., 1952, 74, 11, 2795-2800, https://doi.org/10.1021/ja01131a028
. [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]
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]
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]
Aue, Webb, et al., 1980
Aue, D.H.; Webb, H.M.; Davidson, W.R.; Vidal, M.; Bowers, M.T.; Goldwhite, H.; Vertal, L.E.; Douglas, J.E.; Kollman, P.A.; Kenyon, G.L.,
Proton affinities photoelectron spectra of three-membered-ring J. Heterocycl. Chem.,
J. Am. Chem. Soc., 1980, 102, 5151. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Schweig and Thiel, 1973
Schweig, A.; Thiel, W.,
Photoionization cross sections: He I and He II photoelectron spectra of saturated three-membered rings,
Chem. Phys. Lett., 1973, 21, 541. [all data]
Basco and Morse, 1973
Basco, N.; Morse, R.D.,
Analysis of the Rydberg transitions in ethylene sulphide,
Chem. Phys. Lett., 1973, 20, 404. [all data]
Gallegos and Kiser, 1961
Gallegos, E.; Kiser, R.W.,
Electron impact spectroscopy of ethylene sulfide and ethylenimine,
J. Phys. Chem., 1961, 65, 1177. [all data]
Vorob'ev, Furlei, et al., 1989
Vorob'ev, A.S.; Furlei, I.I.; Sultanov, A.S.; Khvostenko, V.I.; Leplyanin, G.V.; Derzhinskii, A.R.; Tolstikov, G.A.,
Mass spectrometry of reasonance capture of electrons and photoelectron spectroscopy of molecules of ethylene oxide, ethylene sulfide, and their derivatives,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1989, 1388. [all data]
Frost, Herring, et al., 1973
Frost, D.C.; Herring, F.G.; Katrib, A.; McDowell, C.A.,
The photoelectron spectrum of ethylene sulphide,
Chem. Phys. Lett., 1973, 20, 401. [all data]
Haney and Franklin, 1968
Haney, M.A.; Franklin, J.L.,
Correlation of excess energies of electron-impact dissociations with the translational energies of the products,
J.Chem. Phys., 1968, 48, 4093. [all data]
Sewell, 1971
Sewell, P.R.,
UV atlas of organic compounds, 1971, 5, I/8. [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), UV/Visible spectrum, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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