Thiourea, tetramethyl-

• Formula: C₅H₁₂N₂S
• Molecular weight: 132.227
• IUPAC Standard InChI: InChI=1S/C5H12N2S/c1-6(2)5(8)7(3)4/h1-4H3 Copy

  
• IUPAC Standard InChIKey: MNOILHPDHOHILI-UHFFFAOYSA-N Copy
• 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
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
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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:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of sublimation

Enthalpy of fusion

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:
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

Ionization energy determinations

Appearance energy determinations

References

Go To: Top, Phase change 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.

Della Gatta, Józwiak, et al., 2000
Della Gatta, Giuseppe; Józwiak, Malgorzata; Brunetti, Bruno; Abate, Lorenzo, Enthalpies and entropies of fusion and of sublimation at the temperature 298.15 K of thiourea and sevenN-alkylthioureas, The Journal of Chemical Thermodynamics, 2000, 32, 8, 979-997, https://doi.org/10.1006/jcht.2000.0662 . [all data]

Ferro, Martino, et al., 1994
Ferro, Daniela; Martino, Rosalba; Gatta, Giuseppe Della, Sublimation enthalpies and entropies of thiourea, 1-methyl-2-thiourea, 1,3-dimethyl-2-thiourea, and 1,1,3,3-tetramethyl-2-thiourea, The Journal of Chemical Thermodynamics, 1994, 26, 2, 183-190, https://doi.org/10.1006/jcht.1994.1037 . [all data]

Murata, Sakiyama, et al., 1985
Murata, S.; Sakiyama, M.; Seki, S., Sublimation calorimetric studies using a calvet microcalorimeter, Thermochimica Acta, 1985, 88, 1, 121-126, https://doi.org/10.1016/0040-6031(85)85419-8 . [all data]

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, Phase change data, Gas phase ion energetics data, References

• Symbols used in this document:
  

  AE	Appearance energy
  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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