Piperazine
- Formula: C4H10N2
- Molecular weight: 86.1356
- IUPAC Standard InChIKey: GLUUGHFHXGJENI-UHFFFAOYSA-N
- CAS Registry Number: 110-85-0
- 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: Hexahydropyrazine; Antiren; Diethylenediamine; Diethyleneimine; Dispermine; Eraverm; Lumbrical; Piperazidine; Pipersol; Pyrazine hexahydride; Pyrazine, hexahydro-; Uvilon; Worm-A-Ton; Wurmirazin; 1,4-Diazacyclohexane; 1,4-Piperazine; 1,4-Diethylenediamine; Hexahydro-1,4-diazine; Piperazine, anhydrous; Asca-Trol No. 3; Piperazin; UN 2579; Vermex; Upixon; NSC 474
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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 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 |
---|---|---|---|---|---|
ΔfH°solid | -41.8 ± 1.1 | kJ/mol | Ccb | An, Zhang, et al., 1981 | ALS |
ΔfH°solid | -45.6 ± 1.6 | kJ/mol | Ccb | Bedford, Beezer, et al., 1963 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2961.4 ± 1.1 | kJ/mol | Ccb | An, Zhang, et al., 1981 | ALS |
ΔcH°solid | -2957.6 ± 1.6 | kJ/mol | Ccb | Bedford, Beezer, et al., 1963 | ALS |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
237. | 413. | Bobylev, Kamskaya, et al., 1988 | T = 413 to 473 K.; DH |
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
By formula: C4H10N2 + C2H5N = C6H15N3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 86. ± 2. | kJ/mol | Cm | Dalin, Bobylev, et al., 1988 | liquid phase; solvent: Aqueous HCl; Kinetic |
By formula: 3H2 + C4H4N2 = C4H10N2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 207.2 ± 2.8 | kJ/mol | Chyd | Hafelinger and Steinmann, 1977 | liquid phase; solvent: Acetic acid |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, 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]
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]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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