Piperazine

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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 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
Δfgas25. ± 6.3kJ/molCcbAn, Zhang, et al., 1981ALS
Δfgas21.2kJ/molN/ABedford, Beezer, et al., 1963Value computed using ΔfHsolid° value of -45.6±1.6 kj/mol from Bedford, Beezer, et al., 1963 and ΔsubH° value of 66.8 kj/mol from An, Zhang, et al., 1981.; 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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfsolid-41.8 ± 1.1kJ/molCcbAn, Zhang, et al., 1981ALS
Δfsolid-45.6 ± 1.6kJ/molCcbBedford, Beezer, et al., 1963ALS
Quantity Value Units Method Reference Comment
Δcsolid-2961.4 ± 1.1kJ/molCcbAn, Zhang, et al., 1981ALS
Δcsolid-2957.6 ± 1.6kJ/molCcbBedford, Beezer, et al., 1963ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
237.413.Bobylev, Kamskaya, et al., 1988T = 413 to 473 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Tboil419.2KN/AWeast and Grasselli, 1989BS
Tboil418.15KN/AAnderson and Shimanskaya, 1969Uncertainty assigned by TRC = 2. K; TRC
Tboil415.15KN/AAroney and Le Fevre, 1960Uncertainty assigned by TRC = 1.5 K; TRC
Quantity Value Units Method Reference Comment
Tfus383.2KN/AAnonymous, 1957Uncertainty assigned by TRC = 0.6 K; TRC
Tfus383.46KN/AWitschonke, 1954Uncertainty assigned by TRC = 0.3 K; TRC
Tfus384.55KN/AWitschonke, 1954Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Ttriple384.6KN/ASteele, Chirico, et al., 1997Uncertainty assigned by TRC = 0.3 K; TRC
Quantity Value Units Method Reference Comment
Tc661.KN/ASteele, Chirico, et al., 1997Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Pc58.00barN/ASteele, Chirico, et al., 1997Uncertainty assigned by TRC = 2.00 bar; derived from fit of obs. vapor pressure; TRC
Quantity Value Units Method Reference Comment
ρc3.738mol/lN/ASteele, Chirico, et al., 1997Uncertainty assigned by TRC = 0.29 mol/l; TRC
Quantity Value Units Method Reference Comment
Δsub67.0 ± 6.3kJ/molEAn, Zhang, et al., 1981ALS
Δsub66.8kJ/molN/AAn, Zhang, et al., 1981DRB

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:


Reaction 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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

Piperazine + Ethylenimine = 1-Piperazineethanamine

By formula: C4H10N2 + C2H5N = C6H15N3

Quantity Value Units Method Reference Comment
Δr86. ± 2.kJ/molCmDalin, Bobylev, et al., 1988liquid phase; solvent: Aqueous HCl; Kinetic

3Hydrogen + Pyrazine = Piperazine

By formula: 3H2 + C4H4N2 = C4H10N2

Quantity Value Units Method Reference Comment
Δr207.2 ± 2.8kJ/molChydHafelinger and Steinmann, 1977liquid phase; solvent: Acetic acid

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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Mass spectrum
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Additional Data

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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-1759
NIST MS number 229316

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.


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.

Data compiled by: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Pickett, et al., 1953
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. 12071
Instrument Beckman DU
Melting point 106
Boiling point 146

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

An, Zhang, et al., 1981
An, X.-W.; Zhang, Z.-L.; Wang, S.-N.; Yan, J.-Q.; Hu, R.-H., Investigation on bond energies: the heat of combustion of hippuric acid, piperazine and azacycloheptane, Acta Chim. Sin., 1981, 39, 485-492. [all data]

Bedford, Beezer, et al., 1963
Bedford, A.F.; Beezer, A.E.; Mortimer, C.T., Heats of formation and bond energies. Part X. 1,2,5,6-tetrahydropyridine, piperidine, and piperazine, J. Chem. Soc., 1963, 2039-2043. [all data]

Bobylev, Kamskaya, et al., 1988
Bobylev, V.A.; Kamskaya, O.I.; Kossoi, A.A.; Koludarova, E.Yu., Investigation of the heat capacity of ethyleneamines by differential scanning calorimetry, Zhur. Obshch. Khim., 1988, 58, 2536-2538. [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]

Anderson and Shimanskaya, 1969
Anderson, A.A.; Shimanskaya, M.V., Gas-Liquid Chromatography of some Aliphatic and Heterocyclic Polyfunctional Amines: II. Solution Thermodyn. of Amines in Fix. Phas., Latv. PSR Zinat. Akad. Vestis, Kim. Ser., 1969, No. 5, 527. [all data]

Aroney and Le Fevre, 1960
Aroney, M.; Le Fevre, R.J.W., Molecular polarizability. The conformation of various n-substituted anilines, piperidines, and piperazines, J. Chem. Soc., 1960, 1960, 2161. [all data]

Anonymous, 1957
Anonymous, R., , Am. Pet. Inst. Res. Proj. 6, Carnegie-Mellon Univ., 1957. [all data]

Witschonke, 1954
Witschonke, C.R., Freezing point and purity data for some organic compounds, Anal. Chem., 1954, 26, 562-4. [all data]

Steele, Chirico, et al., 1997
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K., Thermocynamic Properties and Ideal-Gas Enthalpies of Formation for Carbonate, Piperazine, Hexachloroprop-1-ene, Tetrakis(dimethylamino) ethylene, N,N'-Bis(2-hydroxyethyl)ethylenediamine, and 1,2,4-Tr, J. Chem. Eng. Data, 1997, 42, 1037-52. [all data]

Dalin, Bobylev, et al., 1988
Dalin, A.R.; Bobylev, V.A.; Suslikov, V.F.; Kamskaya, O.I.; Tereshchenko, G.F., Nucleophilic cleavage and the formation of saturated heterocycles. VII. Kinetic and thermochemical study of reactions of aziridine with ethylene amines, J. Gen. Chem. USSR, 1988, 58, 1868-1871. [all data]

Hafelinger and Steinmann, 1977
Hafelinger, G.; Steinmann, L., Heat of hydrogenation of compounds containing isolated and conjugted C=N bouble bonds, Angew. Chem. Int. Ed. Engl., 1977, 16, 47-48. [all data]

Pickett, et al., 1953
Pickett, L.W., et al., J. Am. Chem. Soc., 1953, 75, 1618. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), UV/Visible spectrum, References