2-Methylpiperidine
- Formula: C6H13N
- Molecular weight: 99.1741
- IUPAC Standard InChIKey: NNWUEBIEOFQMSS-UHFFFAOYSA-N
- CAS Registry Number: 109-05-7
- 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. - Stereoisomers:
- Other names: 2-Pipecoline; α-Methylpiperidine; α-Pipecoline; Pipicoline; Piperidine, 2-methyl-; α-Pipecolin; Pipecoline, α
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -84.5 ± 1.1 | kJ/mol | Ccb | Good, 1972 |
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 |
---|---|---|---|---|---|
ΔfH°liquid | -124.9 ± 1.1 | kJ/mol | Ccb | Good, 1972 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -4094. ± 1.0 | kJ/mol | Ccb | Good, 1972 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 243.762 | J/mol*K | N/A | Messerly, Todd, et al., 1988 | DH |
S°liquid | 243.75 | J/mol*K | N/A | Messerly, Todd, et al., 1987 | DH |
S°liquid | 243.75 | J/mol*K | N/A | Steele, Chirico, et al., 1986 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
212.965 | 298.150 | Messerly, Todd, et al., 1988 | T = 10 to 400 K.; DH |
212.96 | 298.15 | Messerly, Todd, et al., 1987 | T = 10 to 390 K.; DH |
212.97 | 298.15 | Steele, Chirico, et al., 1986 | T = 10 to 380 K.; DH |
205. | 298. | Conti, Gianni, et al., 1976 | DH |
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 evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 7.9 ± 0.1 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.04 ± 0.05 | PE | Rozeboom and Houk, 1982 | LBLHLM |
7.76 ± 0.05 | PE | Pesterev, Gabdrakipov, et al., 1979 | LLK |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Good, 1972
Good, W.D.,
Enthalpies of combustion of nine organic nitrogen compounds related to petroleum,
J. Chem. Eng. Data, 1972, 17, 28-31. [all data]
Messerly, Todd, et al., 1988
Messerly, J.F.; Todd, S.S.; Finke, H.L.; Good, W.D.; Gammon, B.E.,
Condensed-phase heat-capacity studies and derived thermodynamic properties for six cyclic nitrogen compounds,
J. Chem. Thermodynam., 1988, 20, 209-224. [all data]
Messerly, Todd, et al., 1987
Messerly, J.F.; Todd, S.S.; Finke, H.L.; Gammon, B.E.,
Thermodynamic properties of organic nitrogen compounds that occur in shale oil and heavy petroleum-topical report,
NIPER Report, 1987, 83, 37p. [all data]
Steele, Chirico, et al., 1986
Steele, W.V.; Chirico, R.D.; Collier, W.B.; Hossenlopp, I.A.; Nguyen, A.; Strube, M.M.,
Thermochemical and thermophysical properties of organic nitrogen compounds found in fossil materials,
NIPER Report, 1986, 188, 112p. [all data]
Conti, Gianni, et al., 1976
Conti, G.; Gianni, P.; Matteoli, E.; Mengheri, M.,
Capacita termiche molari di alcuni composti organici mono- e bifunzionali nel liquido puro e in soluzione acquosa a 25C,
Chim. Ind. (Milan), 1976, 58, 225. [all data]
Rozeboom and Houk, 1982
Rozeboom, M.D.; Houk, K.N.,
Stereospecific alkyl group effects on amine lone-pair ionization potentials: Photoelectron spectra of alkylpiperidines,
J. Am. Chem. Soc., 1982, 104, 1189. [all data]
Pesterev, Gabdrakipov, et al., 1979
Pesterev, V.I.; Gabdrakipov, V.Z.; Artyukhin, V.I.; Agashkin, O.V.,
The ionisation and excitation of the conformers of piperidine and its alkyl derivatives,
Russ. J. Phys. Chem., 1979, 53, 845. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid IE (evaluated) Recommended ionization energy S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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