1,4-Benzenediamine, N,N,N',N'-tetramethyl-

• Formula: C₁₀H₁₆N₂
• Molecular weight: 164.2474
• IUPAC Standard InChI: InChI=1S/C10H16N2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3 Copy

  
• IUPAC Standard InChIKey: CJAOGUFAAWZWNI-UHFFFAOYSA-N Copy
• CAS Registry Number: 100-22-1
• 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: p-Phenylenediamine, N,N,N',N'-tetramethyl-; p-Bis(dimethylamino)benzene; N,N,N',N'-Tetramethyl-p-phenylenediamine; N,N,N',N'-Tetramethyl-1,4-phenylenediamine; Tetramethyl-p-phenylenediamine; TMPD; N,N,N',N'-Tetramethyl-1,4-Benzenediamine; N,N,N',N,-Tetramethyl-p-phenylenediamine; Benzene, 1,4-bis(dimethylamino)-; 1,4-Bis(dimethylamino)benzene; N,N,N',N'-Tetramethyl-p-fenylendiamin; Tetramethyl-p-phenyldiamine; TL 85; Wurster's reagent; Wurster's blue; 1,4-Benzenediamine, N1,N1,N4,N4-tetramethyl-
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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

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 by: Robert L. Brown and Stephen E. Stein

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 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

Ionization energy determinations

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

References

Go To: Top, 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.

Metzger and Arafat, 1983
Metzger, R.M.; Arafat, E.S., Enthalpies of formation of naphthalene TCNQ, anthracene TCNQ, TMPD, and TMPD, TCNQ, and experimental crystal binding energies of mixed simple regular lattices, J. Chem. Phys., 1983, 78, 2696-2705. [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]

Egdell, Green, et al., 1975
Egdell, R.; Green, J.C.; Rao, C.N.R., Photoelectron spectra of substituted benzenes, Chem. Phys. Lett., 1975, 33, 600. [all data]

Adamchuk, Dmitriev, et al., 1972
Adamchuk, V.K.; Dmitriev, A.B.; Prudnikova, G.V.; Sorokin, L.S., Photoionization of low-volatility molecules in a Geiger counter, Opt. Spectrosc., 1972, 33, 191, In original 358. [all data]

Nakato, Ozaki, et al., 1971
Nakato, Y.; Ozaki, M.; Egawa, A.; Tsubornura, H., Organic amino compounds with very low ionization potentials, Chem. Phys. Lett., 1971, 9, 615. [all data]

Foster, 1959
Foster, R., Ionization potentials of electron donors, Nature (London), 1959, 183, 1253. [all data]

Kaim and Bock, 1978
Kaim, W.; Bock, H., R₂P- und R₂N-substituierte Benzole: Die Ladungsverteilung in ihren Kationen, Anionen und Trianionen, Chem. Ber., 1978, 111, 3843. [all data]

Notes

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• Symbols used in this document:
  

  Tboil	Boiling point
  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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