- Formula: C5H11N
- Molecular weight: 85.1475
- IUPAC Standard InChI:
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- IUPAC Standard InChIKey: NQRYJNQNLNOLGT-UHFFFAOYSA-N
- CAS Registry Number: 110-89-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
- Other names: Azacyclohexane; Cyclopentimine; Cypentil; Hexahydropyridine; Hexazane; Pentamethylenimine; Pyridine, hexahydro-; Pentamethyleneimine; Piperidin; UN 2401; Perhydropyridine; Pentamethyleneamine
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Reaction thermochemistry data
Go To: Top, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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+ 3 =
By formula: C5H5N + 3H2 = C5H11N
|rH°||-193.8 ± 0.75||kJ/mol||Eqk||Hales and Herington, 1957||gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -202.2 ± 0.75 kJ/mol; At 400-550 K|
|rH°||-193.0 ± 2.1||kJ/mol||Eqk||Burrows and King, 1935||liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -188.3 kJ/mol; At 423-443 K|
3 + = 3
By formula: 3H2 + C15H27N3 = 3C5H11N
|rH°||-126. ± 2.||kJ/mol||Chyd||Wiberg, Nakaji, et al., 1993||liquid phase; solvent: Acetic acid|
Go To: Top, Reaction thermochemistry data, Notes
Hales and Herington, 1957
Hales, J.L.; Herington, E.F.G., Equilibrium between pyridine and piperidine, Trans. Faraday Soc., 1957, 53, 616-622. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Burrows and King, 1935
Burrows, G.H.; King, L.A., Jr., The free energy change that accompanies hydrogenation of pyridine to piperidine, J. Am. Chem. Soc., 1935, 57, 1789-1791. [all data]
Wiberg, Nakaji, et al., 1993
Wiberg, K.B.; Nakaji, D.Y.; Morgan, K.M., Heat of hydrogenation of a cis imine. An experimental and theoretical study, J. Am. Chem. Soc., 1993, 115, 3527-3532. [all data]
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
rH° Enthalpy of reaction at standard conditions
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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