Thiourea, tetramethyl-
- Formula: C5H12N2S
- Molecular weight: 132.227
- IUPAC Standard InChIKey: MNOILHPDHOHILI-UHFFFAOYSA-N
- CAS Registry Number: 2782-91-4
- 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: Urea, 1,1,3,3-tetramethyl-2-thio-; Basthioryl; N,N,N',N'-Tetramethylthiourea; Tetramethylthiourea; ((CH3)2N)2CS; 1,1,3,3-Tetramethyl-2-thiourea; 1,1,3,3-Tetramethylthiourea; NA-101; TMTU; Urea, thio-, tetramethyl-; NSC 102499; Thiourea, N,N,N',N'-tetramethyl-; tetramethyl-2-thiourea
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Condensed phase thermochemistry data
Go To: Top, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -9.15 ± 0.55 | kcal/mol | Ccr | Inagaki, Murata, et al., 1982 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1015.0 ± 0.53 | kcal/mol | Ccr | Inagaki, Murata, et al., 1982 |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, 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:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 226.5 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 219.1 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.82 ± 0.03 | PE | Guimon, Pfister-Guillouzo, et al., 1974 | LLK |
7.95 ± 0.05 | EI | Baldwin, Maccoll, et al., Ind. 1966 | RDSH |
7.84 | PE | Roth, Bock, et al., 1985 | Vertical value; LBLHLM |
7.84 | PE | Mines and Thompson, 1975 | Vertical value; LLK |
7.82 | PE | Guimon, Gonbeau, et al., 1974 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C2H6N+ | 10.35 | ? | EI | Loudon and Webb, 1977 | LLK |
C3H6NS+ | 11.20 | ? | EI | Loudon and Webb, 1977 | LLK |
References
Go To: Top, Condensed phase thermochemistry data, 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.
Inagaki, Murata, et al., 1982
Inagaki, S.; Murata, S.; Sakiyama, M.,
Thermochemical studies on thioacetamide and tetramethylthiourea. Estimation of stablization energies due to interaction between thiocarbonyl group and neighboring nitrogen atom,
Bull. Chem. Soc. Jpn., 1982, 55, 2808-2813. [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]
Guimon, Pfister-Guillouzo, et al., 1974
Guimon, C.; Pfister-Guillouzo, G.; Arbelot, M.; Chanon, M.,
Electronic structure of sulphur compounds. VII. Photoelectron spectra of thiocarbonyl J. Heterocycl. Chem..,
Tetrahedron, 1974, 30, 3831. [all data]
Baldwin, Maccoll, et al., Ind. 1966
Baldwin, M.; Maccoll, A.; Kirkien-Konasiewicz, A.; Saville, B.,
Ionisation potentials of the N-methylated thioureas,
Chem., Ind. 1966, 286. [all data]
Roth, Bock, et al., 1985
Roth, B.; Bock, H.; Gotthardt, H.,
Radikalionen 66. Thioparabansaure-derivate: Ionisation zum Radikalkation und reduktion zum radikalanion,
Phosphorus Sulfur, 1985, 22, 109. [all data]
Mines and Thompson, 1975
Mines, G.W.; Thompson, H.W.,
The photoelectron spectra of amides, thioamides, ureas and thioureas,
Spectrochim. Acta, 1975, 31, 137. [all data]
Guimon, Gonbeau, et al., 1974
Guimon, C.; Gonbeau, D.; Pfister-Guillouzo, G.; Asbrink, L.; Sandstrom, J.,
Electronic structure of sulphur compounds. VI. Photoelectron spectra of some simple thiocarbonyl compounds,
J. Electron Spectrosc. Relat. Phenom., 1974, 4, 49. [all data]
Loudon and Webb, 1977
Loudon, A.G.; Webb, K.S.,
The nature of the [C2H6N]+ and [CH4N]+ ions formed by electron impact on methylated formamides, acetamides, ureas, thioureas and hexamethylphosphoramide,
Org. Mass Spectrom., 1977, 12, 283. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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