Butyl sulfide
- Formula: C8H18S
- Molecular weight: 146.294
- IUPAC Standard InChIKey: HTIRHQRTDBPHNZ-UHFFFAOYSA-N
- CAS Registry Number: 544-40-1
- 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: Di-n-butyl sulfide; Butane, 1,1'-thiobis-; n-Butyl sulfide; n-Dibutyl sulfide; Butyl monosulfide; Butylthiobutane; Dibutyl sulfide; Dibutyl thioether; Thiononane-5; 5-Thianonane; 1,1'-Thiobisbutane; Dibutyl sulphide; (n-C4H9)2S; Thianonane-5; Sulfide, n-butyl-; NSC 8460
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -167.4 | kJ/mol | N/A | Sunner, 1963 | Value computed using ΔfHliquid° value of -220.7±1.9 kj/mol from Sunner, 1963 and ΔvapH° value of 53.35 kj/mol from missing citation. |
ΔfH°gas | -167.2 | kJ/mol | N/A | McCullough, Finke, et al., 1961 | Value computed using ΔfHliquid° value of -220.5±1.5 kj/mol from McCullough, Finke, et al., 1961 and ΔvapH° value of 53.35 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 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 |
---|---|---|---|---|---|
ΔfH°liquid | -220.7 ± 1.9 | kJ/mol | Ccr | Sunner, 1963 | correction of Sunner, 1955; ALS |
ΔfH°liquid | -220.5 ± 1.5 | kJ/mol | Ccr | McCullough, Finke, et al., 1961 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -6102.03 | kJ/mol | Ccr | Sunner, 1963 | correction of Sunner, 1955; ALS |
ΔcH°liquid | -6102.0 ± 1.3 | kJ/mol | Ccr | McCullough, Finke, et al., 1961 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 405.09 | J/mol*K | N/A | McCullough, Finke, et al., 1961 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
284.34 | 298.15 | McCullough, Finke, et al., 1961 | T = 11 to 370 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 461.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 461.95 | K | N/A | Morris, Lanum, et al., 1960 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tboil | 458.2 | K | N/A | Lecat, 1947 | Uncertainty assigned by TRC = 0.6 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 198.12 | K | N/A | Morris, Lanum, et al., 1960 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 198.130 | K | N/A | McCullough, Finke, et al., 1961, 2 | Uncertainty assigned by TRC = 0.04 K; TRC |
Ttriple | 198.130 | K | N/A | McCullough, Finke, et al., 1961, 2 | Uncertainty assigned by TRC = 0.03 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 52.96 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 40.3 | kJ/mol | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 283. to 390. K.; AC |
ΔvapH° | 53. | kJ/mol | N/A | Shimizu, Saito, et al., 1981 | AC |
ΔvapH° | 54.2 ± 0.8 | kJ/mol | GC | Mackle and McClean, 1964 | AC |
ΔvapH° | 53.35 | kJ/mol | V | McCullough, Finke, et al., 1961 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
44.8 | 339. | N/A | Sawaya, Mokbel, et al., 2004 | Based on data from 255. to 422. K.; AC |
46.5 | 405. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 390. to 470. K. See also White, Barnard--Smith, et al., 1952.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
283. to 313. | 4.05564 | 1292.103 | -47.066 | Bauer and Burschkies, 1935 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
19.426 | 198.13 | McCullough, Finke, et al., 1961 | DH |
19.41 | 198.1 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
98.05 | 198.13 | McCullough, Finke, et al., 1961 | DH |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 871.8 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 842.1 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.2 | PE | Wagner and Bock, 1974 | LLK |
8.40 ± 0.05 | EI | Khvostenko and Furlei, 1968 | RDSH |
8.22 | PE | Wagner and Bock, 1974 | Vertical value; LLK |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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
View image of digitized spectrum (can be printed in landscape orientation).
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. |
---|---|
NIST MS number | 4299 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.
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]
McCullough, Finke, et al., 1961
McCullough, J.P.; Finke, H.L.; Hubbard, W.N.; Todd, S.S.; Messerly, J.F.; Douslin, D.R.; Waddington, G.,
Thermodynamic properties of four linear thiaalkanes,
J. Phys. Chem., 1961, 65, 784-791. [all data]
Sunner, 1955
Sunner, S.,
Thermochemical investigation on organic sulfur compounds IV. On thermochemical sulfur bond energy terms,
Acta Chem. Scand., 1955, 9, 837-846. [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]
Morris, Lanum, et al., 1960
Morris, J.C.; Lanum, W.J.; Helm, R.V.; Haines, W.E.; Cook, G.L.; Ball, J.S.,
Purification and Properties of Ten Organic Sulfur Compounds,
J. Chem. Eng. Data, 1960, 5, 112-6. [all data]
Lecat, 1947
Lecat, M.,
Orthobaric Azeotropes of Sulfides,
Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]
McCullough, Finke, et al., 1961, 2
McCullough, J.P.; Finke, H.L.; Hubbard, W.N.; Todd, S.S.; Messerly, J.F.; Douslin, D.R.; Waddington, G.,
Thermodynamic Properties of Four Linear Thiaalkanes,
J. Phys. Chem., 1961, 65, 784-91. [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]
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]
Shimizu, Saito, et al., 1981
Shimizu, M.; Saito, Y.; Kusano, K.,
, Preprints 17th Conf. Chem. Thermodyn. Thermal Anal., Japan, 1981, 50. [all data]
Mackle and McClean, 1964
Mackle, H.; McClean, R.T.B.,
Measurement of vaporization heats by the method of gas-liquid chromatography. Part 2,
Trans. Faraday Soc., 1964, 60, 817, https://doi.org/10.1039/tf9646000817
. [all data]
Sawaya, Mokbel, et al., 2004
Sawaya, Terufat; Mokbel, Ilham; Rauzy, Evelyne; Saab, Joseph; Berro, Charles; Jose, Jacques,
Experimental vapor pressures of alkyl and aryl sulfides,
Fluid Phase Equilibria, 2004, 226, 283-288, https://doi.org/10.1016/j.fluid.2004.10.007
. [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]
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]
Bauer and Burschkies, 1935
Bauer, H.; Burschkies, K.,
Sattigungsdrucke einiger Senfole und Sulfide,
Ber. Dtsch. Chem. Ges., 1935, 68, 6, 1238-1243, https://doi.org/10.1002/cber.19350680645
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [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]
Wagner and Bock, 1974
Wagner, G.; Bock, H.,
Photoelektronenspektren und molekuleigenschaften, XXVI. Die delokalisation von schwefel-elektronenpaaren in alkylsulfiden und -disulfiden,
Chem. Ber., 1974, 107, 68. [all data]
Khvostenko and Furlei, 1968
Khvostenko, V.I.; Furlei, I.I.,
Ionisation potentials of sulphides,
Zh. Fiz. Khim., 1968, 42, 13, In original 5. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature 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 ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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