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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Phase change 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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 391.15 | K | N/A | Bruhl, 1895 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 269.357 | K | N/A | Steele, Chirico, et al., 1986 | DH |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 269.310 | K | N/A | Messerly, Todd, et al., 1988 | Uncertainty assigned by TRC = 0.03 K; TRC |
Ttriple | 269.350 | K | N/A | Messerly, Todd, et al., 1988 | Uncertainty assigned by TRC = 0.002 K; TRC |
Ttriple | 269.35 | K | N/A | Anonymous, 1961 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 40.5 ± 0.2 | kJ/mol | V | Good, 1972 | ALS |
ΔvapH° | 40.4 | kJ/mol | N/A | Good, 1972 | DRB |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
391.7 | 1.00 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
38.2 | 338. | EB,IP | Stephenson and Malanowski, 1987 | Based on data from 323. to 431. K. See also Osborn and Douslin, 1968.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
324.63 to 430.68 | 3.94136 | 1273.28 | -67.908 | Osborn and Douslin, 1968 |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
18.58387 | 269.357 | Messerly, Todd, et al., 1988, 2 | DH |
18.5836 | 269.357 | Messerly, Todd, et al., 1987 | DH |
18.58 | 269.4 | Domalski and Hearing, 1996 | AC |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Bruhl, 1895
Bruhl, J.W.,
Spectrochemistry of Nitrogen-Containing Compounds. I.,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1895, 16, 193. [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]
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. Thermodyn., 1988, 20, 209. [all data]
Anonymous, 1961
Anonymous, R.,
Preliminary thermodyn. prop. of FREON-14, E. I. Du Pont, Freon Tech. Bull. T-14, 1961. [all data]
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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Osborn and Douslin, 1968
Osborn, Ann G.; Douslin, Donald R.,
Vapor pressure relations of 13 nitrogen compounds related to petroleum,
J. Chem. Eng. Data, 1968, 13, 4, 534-537, https://doi.org/10.1021/je60039a024
. [all data]
Messerly, Todd, et al., 1988, 2
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]
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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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