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Triethylenediamine

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Deltafgas90.4 ± 6.7kJ/molCcrRapport, Westrum, et al., 1971Author was aware that data differs from previously reported values; ALS
Deltafgas48.0kJ/molN/AParris, Raybin, et al., 1964Value computed using «DELTA»fHsolid° value of -14.2±8.4 kj/mol from Parris, Raybin, et al., 1964 and «DELTA»subH° value of 62.2 kj/mol from Rapport, Westrum, et al., 1971.; DRB

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
Deltafsolid28.2 ± 3.7kJ/molCcrRapport, Westrum, et al., 1971Author was aware that data differs from previously reported values; ALS
Deltafsolid-14.2 ± 8.4kJ/molCcbParris, Raybin, et al., 1964Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -13. ± 9.2 kJ/mol; ALS
Quantity Value Units Method Reference Comment
Deltacsolid-4104.3 ± 3.6kJ/molCcrRapport, Westrum, et al., 1971Author was aware that data differs from previously reported values; ALS
Deltacsolid-4062. ± 8.4kJ/molCcbParris, Raybin, et al., 1964ALS
Quantity Value Units Method Reference Comment
solid,1 bar157.61J/mol*KN/AWestrum, 1961DH
solid,1 bar157.61J/mol*KN/AChang and Westrum, 1960DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
153.97300.Trowbridge and Westrum, 1963crystaline, II phase; T = 300 to 450 K.; DH
153.18298.15Westrum, 1961T = 5 to 350 K. Only value at 298.15 K given.; DH
152.97298.15Chang and Westrum, 1960T = 5 to 353 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil447.15KN/AFarkas, Mills, et al., 1959Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Tfus431.15KN/AFarkas, Mills, et al., 1959Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Ttriple432.99KN/ATrowbridge and Westrum, 1963, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC
Quantity Value Units Method Reference Comment
Deltasub62.2kJ/molN/ARapport, Westrum, et al., 1971DRB
Deltasub61.9kJ/molVWada, Kishida, et al., 1960ALS

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Reference Comment
54.4348.Bondi, 1963Based on data from 323. - 373. K.; AC
61.9 ± 3.3338.Wada, Kishida, et al., 1960, 2Based on data from 324. - 351. K. See also Cox and Pilcher, 1970.; AC
52.3 ± 3.3361.Wada, Kishida, et al., 1960, 2Based on data from 353. - 369. K. See also Cox and Pilcher, 1970.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
7.45433.Domalski and Hearing, 1996AC

Enthalpy of phase transition

DeltaHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
10.560351.08crystaline, IIcrystaline, ITrowbridge and Westrum, 1963Transformation to plastic crystalline phase.; DH
7.431432.99crystaline, IliquidTrowbridge and Westrum, 1963DH

Entropy of phase transition

DeltaStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
30.08351.08crystaline, IIcrystaline, ITrowbridge and Westrum, 1963Transformation; DH
17.16432.99crystaline, IliquidTrowbridge and Westrum, 1963DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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
L - Sharon G. Lias

Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
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
IE (evaluated)7.321 ± 0.001eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)963.4kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity934.6kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
7.321155 ± 0.000005SBoogaarts, Holleman, et al., 1996LL
7.197 ± 0.001SSmith, Hager, et al., 1984LBLHLM
7.20PIParker and El-Sayed, 1979LLK
7.52 ± 0.02PEAue, Webb, et al., 1976Vertical value; LLK
7.61PENelsen and Buschek, 1974Vertical value; LLK
7.609PENelsen and Buschek, 1974, 2Vertical value; LLK
7.70PEHamada, Hirakawa, et al., 1973Vertical value; LLK
7.52PEHeilbronner and Muszkat, 1970Vertical value; RDSH
7.52PEBischof, Hashmall, et al., 1969Vertical value; RDSH

IR Spectrum

Go To: Top, Gas phase thermochemistry data, 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: Coblentz Society, Inc.

Condensed Phase Spectrum

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IR spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner COBLENTZ SOC.
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin WESTERN REGIONAL RES. USDA
Source reference COBLENTZ NO. 05852
Date 1966/02/24
Name(s) 1,4-diazabicyclo[2.2.2]octane
State SOLUTION (10% CCl4 FOR 4000-1200, 10% CS2 FOR 1200-450 CM-1) VS SOLVENT
Instrument CARY 90 (GRATING)
Instrument parameters ORDER CHANGES: 3000, 2000, 1200 CM-1
Path length 0.010 CM, AND 0.011 CM
Resolution 2
Sampling procedure TRANSMISSION
Data processing DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY

This IR spectrum is from the Coblentz Society's evaluated infrared reference spectra collection.


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, 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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Mass spectrum
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Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

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Download spectrum in JCAMP-DX format.

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 Japan AIST/NIMC Database- Spectrum MS-NW-1392
NIST MS number 228321

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, 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.

Rapport, Westrum, et al., 1971
Rapport, N.J.; Westrum, E.F., Jr.; Andrews, J.T.S., Enthalpies of formation for globular molecules. III. Succinonitrile and triethylenediamine, J. Am. Chem. Soc., 1971, 93, 4363-4365. [all data]

Parris, Raybin, et al., 1964
Parris, M.; Raybin, P.S.; Labowitz, L.C., Enthalpy of combustion and related thermodynamic properties of triethylenediamine, J. Chem. Eng. Data, 1964, 9, 221-223. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]

Westrum, 1961
Westrum, E.F., Jr., The thermophysical properties of three globular molecules, J. Phys. Chem. Solids, 1961, 18, 83-85. [all data]

Chang and Westrum, 1960
Chang, S.-S.; Westrum, E.F., Jr., Heat capacities and thermodynamic properties of globular molecules. II. Triethylenediamine, J. Phys. Chem., 1960, 64, 1551-1552. [all data]

Trowbridge and Westrum, 1963
Trowbridge, J.C.; Westrum, E.F., Jr., Heat capacities and thermodynamic properties of globular molecules. VII. Transition and fusion of triethylenediamine, J. Phys. Chem., 1963, 67, 2381-2385. [all data]

Farkas, Mills, et al., 1959
Farkas, A.; Mills, G.A.; Erner, W.E.; Maerker, J.B., Triethylenediamine. Physical, Chemical, and Catalytic Properties, J. Chem. Eng. Data, 1959, 4, 334. [all data]

Trowbridge and Westrum, 1963, 2
Trowbridge, J.C.; Westrum, E.F., Heat capacities and thermodynamic properties of globular molecules. VII. Transition and fusion of triethylenediamine, J. Phys. Chem., 1963, 67, 2381-5. [all data]

Wada, Kishida, et al., 1960
Wada, T.; Kishida, E.; Tomhe, Y.; Suga, H.; Seki, S.; Nitta, I., Crystal structure and thermodynamical investigations of triethylenediamine, C6H12N2, Bull. Chem. Soc. Jpn., 1960, 33, 1317. [all data]

Bondi, 1963
Bondi, A., Heat of Siblimation of Molecular Crystals: A Catalog of Molecular Structure Increments., J. Chem. Eng. Data, 1963, 8, 3, 371-381, https://doi.org/10.1021/je60018a027 . [all data]

Wada, Kishida, et al., 1960, 2
Wada, Tadayoshi; Kishida, Etsuko; Tomiie, Yujiro; Suga, Hiroshi; Seki, Syûzô; Nitta, Isamu, Crystal Structure and Thermodynamical Investigations of Triethylenediamine, C6H12N2, Bull. Chem. Soc. Jpn., 1960, 33, 9, 1317-1318, https://doi.org/10.1246/bcsj.33.1317 . [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [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]

Boogaarts, Holleman, et al., 1996
Boogaarts, M.G.H.; Holleman, I.; Jongma, R.T.; Parker, D.H.; Meijer, G.; Even, U., High Rydberg states of DABCO: Spectroscopy, ionization potential, and comparison with mass analyzed threshold ionization, J. Chem. Phys., 1996, 104, 4357. [all data]

Smith, Hager, et al., 1984
Smith, M.A.; Hager, J.W.; Wallace, S.C., Two-color laser photoionization spectroscopy in a collisionless free-jet expansion: Spectroscopy and excited-state dynamics of diazabicyclooctane, J. Phys. Chem., 1984, 88, 2250. [all data]

Parker and El-Sayed, 1979
Parker, D.H.; El-Sayed, M.A., Determination of excited state lifetimes and ionization potentials by dual beam visible lasars, Chem. Phys., 1979, 42, 379. [all data]

Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T., Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines, J. Am. Chem. Soc., 1976, 98, 311. [all data]

Nelsen and Buschek, 1974
Nelsen, S.F.; Buschek, J.M., Photoelectron spectra of some cyclic di- and polyamines. Lone pair-lone pair interaction in 1,3- and 1,4-diamines, J. Am. Chem. Soc., 1974, 96, 7930. [all data]

Nelsen and Buschek, 1974, 2
Nelsen, S.F.; Buschek, J.M., Charge delocalization in saturated systems. The radical cation of 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane, J. Am. Chem. Soc., 1974, 96, 6424. [all data]

Hamada, Hirakawa, et al., 1973
Hamada, Y.; Hirakawa, A.Y.; Tsuboi, M.; Ogata, H., Interaction between lone pair electrons on the nitrogen atoms in 1,5-diazabicyclo[3.2.1]octane, Bull. Chem. Soc. Jpn., 1973, 46, 2244. [all data]

Heilbronner and Muszkat, 1970
Heilbronner, E.; Muszkat, K.A., On the relative importance of through-space vs. through-bond interaction between the lone pairs in 1,4-diazabicyclo[2.2.2.]octane, J. Am. Chem. Soc., 1970, 92, 3818. [all data]

Bischof, Hashmall, et al., 1969
Bischof, P.; Hashmall, J.A.; Heilbronner, E.; Hornung, V., Nitrogen lone pair interaction in 1,4-diaza-bicyclo[2.2.2]octane (DABCO), Tetrahedron Lett., 1969, 4025. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References