2-Butanethiol, 2-methyl-
- Formula: C5H12S
- Molecular weight: 104.214
- IUPAC Standard InChIKey: IQIBYAHJXQVQGB-UHFFFAOYSA-N
- CAS Registry Number: 1679-09-0
- 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: tert-Amyl mercaptan; tert-Pentyl mercaptan; 2-Methybutane-2-thiol; 2-Methyl-2-butanethiol; 2-tert-Pentyl mercaptan; 1,1-Dimethyl-1-propanethiol; 1,1-diMethyl-1-Propylthiol; 2-Methylbutan-2-thiol; 2-methylbutane-2-thiol
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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 | -126.9 ± 0.92 | kJ/mol | Ccb | Scott, Douslin, et al., 1962 |
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 | -162.6 ± 0.88 | kJ/mol | Ccb | Scott, Douslin, et al., 1962 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4122.0 ± 0.79 | kJ/mol | Ccb | Scott, Douslin, et al., 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = -4121.4 ± 0.79 kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 290.12 | J/mol*K | N/A | Scott, Douslin, et al., 1962 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
198.15 | 298.15 | Scott, Douslin, et al., 1962 | T = 10 to 350 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
DRB - Donald R. Burgess, Jr.
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 375.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 372.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 372.3 | K | N/A | Majer and Svoboda, 1985 | |
Tboil | 372.35 | K | N/A | Morris, Lanum, et al., 1960 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 169.3 | K | N/A | Scott, Douslin, et al., 1962, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; by adiabatic calorimeter; TRC |
Ttriple | 169.25 | K | N/A | Morris, Lanum, et al., 1960 | Uncertainty assigned by TRC = 0.2 K; meas. by Thermodynamics Lab., Bartlesville, OK; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 570.1 | K | N/A | Majer and Svoboda, 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 35.73 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 35.6 | kJ/mol | N/A | Reid, 1972 | AC |
ΔvapH° | 35.7 | kJ/mol | C | Scott, Douslin, et al., 1962 | ALS |
ΔvapH° | 35.7 | kJ/mol | N/A | Scott, Douslin, et al., 1962 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
31.37 | 372.3 | N/A | Majer and Svoboda, 1985 | |
36.3 | 291. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 276. to 398. K.; AC |
34.3 | 335. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 320. to 411. K. See also Scott, Douslin, et al., 1962.; AC |
33.8 ± 0.1 | 330. | C | Scott, Douslin, et al., 1962 | AC |
32.7 ± 0.1 | 350. | C | Scott, Douslin, et al., 1962 | AC |
31.4 ± 0.1 | 372. | C | Scott, Douslin, et al., 1962 | AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
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Temperature (K) | A (kJ/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
330. to 372. | 51.2 | 0.2863 | 570.1 | Majer and Svoboda, 1985 |
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 |
---|---|---|---|---|
324.03 to 410.70 | 3.95327 | 1254.885 | -54.391 | Osborn and Douslin, 1966 |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
48.87 | 144.5 | Messerly, Finke, et al., 1974 | CAL |
4.15 | 146.1 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
7.9793 | 159.1 | crystaline, II | crystaline, I | Scott, Douslin, et al., 1962 | Lambda transition at about 145 K.; DH |
0.6084 | 169.3 | crystaline, I | liquid | Scott, Douslin, et al., 1962 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
50.15 | 159.1 | crystaline, II | crystaline, I | Scott, Douslin, et al., 1962 | Lambda; DH |
3.59 | 169.3 | crystaline, I | liquid | Scott, Douslin, et al., 1962 | DH |
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 | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 291968 |
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 | Bol'shakov, et al., 1969 |
---|---|
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. 20096 |
Instrument | unknown |
Boiling point | 99 |
Gas Chromatography
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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
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | Apiezon M | 130. | 728. | Garbuzov, Misharina, et al., 1985 | He or N2, Chromosorb W, AW-DMCS; Column length: 2.1 m |
Packed | Apiezon M | 130. | 730. | Golovnya and Garbuzov, 1974 | N2, Chromosorb W; Column length: 2.1 m |
Kovats' RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Apiezon M | 728. | Zhu, Wang, et al., 2007 | Program: not specified |
Kovats' RI, polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | PEG-20M | 918. | Zhu, Wang, et al., 2007 | Program: not specified |
Normal alkane RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | DC-200 | 50. | 706. | Leppin, Gollnick, et al., 1969 | Argon; Column length: 100. m |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, NIST Free Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Scott, Douslin, et al., 1962
Scott, D.W.; Douslin, D.R.; Finke, H.L.; Hubbard, W.N.; Messerly, J.F.; Hossenlopp, I.A.; McCullough, J.P.,
2-Methyl-2-butanethiol: Chemical thermodynamic properties and rotational isomerism,
J. Phys. Chem., 1962, 66, 1334-1341. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [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]
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]
Scott, Douslin, et al., 1962, 2
Scott, D.W.; Douslin, D.R.; Finke, H.L.; Hubbard, W.N.; Messerly, J.F.; Hossenlopp, I.A.; McCullough, J.P.,
2-Methyl-2-Butanethiol: Chemical thermodynamic properties and rotational isomerism.,
J. Phys. Chem., 1962, 66, 1334-41. [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]
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]
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]
Osborn and Douslin, 1966
Osborn, A.G.; Douslin, D.R.,
Vapor Pressure Relations of 36 Sulfur Compounds Present in Petroleum.,
J. Chem. Eng. Data, 1966, 11, 4, 502-509, https://doi.org/10.1021/je60031a014
. [all data]
Messerly, Finke, et al., 1974
Messerly, J.F.; Finke, H.L.; Todd, S.S.,
Low-temperature thermal studies on six organo-sulfur compounds,
J. Chem. Thermodyn., 1974, 6, 7, 635, https://doi.org/10.1016/0021-9614(74)90115-3
. [all data]
Bol'shakov, et al., 1969
Bol'shakov, G.F., et al.,
Ultraviolet Spectra of heteroorganic compounds, 1969, 87. [all data]
Garbuzov, Misharina, et al., 1985
Garbuzov, V.G.; Misharina, T.A.; Aerov, A.F.; Golovnya, R.V.,
Gas chromatographic retention indices for sulphur(II)-containing organic substances,
J. Anal. Chem. USSR (Engl. Transl.), 1985, 40, 4, 576-586. [all data]
Golovnya and Garbuzov, 1974
Golovnya, R.V.; Garbuzov, V.G.,
Effect of heteroatom in aliphatic sulfur- and oxygen-containing compounds on the values of the retention indices in gas chromatography,
Izv. Akad. Nauk SSSR Ser. Khim., 1974, 7, 1519-1521. [all data]
Zhu, Wang, et al., 2007
Zhu, X.H.; Wang, W.; Schramm, K.-W.; Niu, W.,
Prediction of the Kova´ ts Retention Indices of Thiols by Use of Quantum Chemical and Physicochemical Descriptors,
Chromatographia, 2007, 65, 11-12, 719-724, https://doi.org/10.1365/s10337-007-0237-3
. [all data]
Leppin, Gollnick, et al., 1969
Leppin, E.; Gollnick, K.; Schomburg, G.,
Gas chromatographic identification of isomeric mercaptans,
Chromatographia, 1969, 2, 12, 535-540, https://doi.org/10.1007/BF02260096
. [all data]
Notes
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- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition 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 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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