Pyridine
- Formula: C5H5N
- Molecular weight: 79.0999
- IUPAC Standard InChIKey: JUJWROOIHBZHMG-UHFFFAOYSA-N
- CAS Registry Number: 110-86-1
- 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. - Isotopologues:
- Other names: Azabenzene; Azine; NCI-C55301; Piridina; Pirydyna; Pyridin; Rcra waste number U196; UN 1282; Pyr; CP 32; NSC 406123
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
- NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data)
- NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
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
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 388.5 ± 0.6 | K | AVG | N/A | Average of 80 out of 84 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 232. ± 2. | K | AVG | N/A | Average of 26 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 231.48 | K | N/A | Helm, Lanum, et al., 1958 | Uncertainty assigned by TRC = 0.03 K; measured in calorimeter at USBM, Bartlesville, OK; TRC |
Ttriple | 231.480 | K | N/A | McCullough, Douslin, et al., 1957 | Uncertainty assigned by TRC = 0.05 K; by extrapolation of 1/f to zero; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 619. ± 2. | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 56.60 | bar | N/A | Brunner, 1987 | Uncertainty assigned by TRC = 0.0565 bar; Visual, optical cell 30cm high. P transducer cal. vs PB.; TRC |
Pc | 56.40 | bar | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 1.034 bar; TRC |
Pc | 60.795 | bar | N/A | Herz and Neukirch, 1923 | Uncertainty assigned by TRC = 0.8106 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.253 | l/mol | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 0.005 l/mol; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 40.3 ± 0.3 | kJ/mol | AVG | N/A | Average of 10 out of 11 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
35.09 | 388.4 | N/A | Majer and Svoboda, 1985 | |
39.3 | 324. | N/A | Ukraintseva, Soldatov, et al., 1997 | Based on data from 289. to 358. K.; AC |
37.6 | 354. | N/A | Blanco, Beltran, et al., 1994 | Based on data from 346. to 362. K.; AC |
39.9 | 310. | EB | Lencka, 1990 | Based on data from 295. to 388. K.; AC |
39.7 | 311. | A | Stephenson and Malanowski, 1987 | Based on data from 296. to 353. K.; AC |
37.3 | 363. | A | Stephenson and Malanowski, 1987 | Based on data from 348. to 434. K.; AC |
35.0 | 446. | A | Stephenson and Malanowski, 1987 | Based on data from 431. to 558. K.; AC |
34.0 | 567. | A | Stephenson and Malanowski, 1987 | Based on data from 552. to 620. K.; AC |
37.6 | 355. | EB | Stephenson and Malanowski, 1987 | Based on data from 340. to 426. K. See also McCullough, Douslin, et al., 1957, 2.; AC |
39.6 | 313. | C | Michou-Saucet, Jose, et al., 1986 | Based on data from 298. to 333. K.; AC |
39.4 | 313. | C | Majer, Svoboda, et al., 1984 | AC |
38.5 | 328. | C | Majer, Svoboda, et al., 1984 | AC |
37.7 | 343. | C | Majer, Svoboda, et al., 1984 | AC |
36.3 | 368. | N/A | Majer, Svoboda, et al., 1984 | AC |
37.5 ± 0.1 | 346. | C | McCullough, Douslin, et al., 1957, 2 | AC |
36.4 ± 0.1 | 366. | C | McCullough, Douslin, et al., 1957, 2 | AC |
35.1 ± 0.1 | 388. | C | McCullough, Douslin, et al., 1957, 2 | AC |
38.4 | 335. | MG | Herington and Martin, 1953 | Based on data from 320. to 388. K.; AC |
44.4 | 273. | N/A | Meulen and Mann, 1931 | Based on data from 258. to 389. K.; AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kJ/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 388. | 55.43 | 0.2536 | 620. | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
340.5 to 426.04 | 4.16272 | 1371.358 | -58.496 | McCullough, Douslin, et al., 1957, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
8.2785 | 231.49 | McCullough, Douslin, et al., 1957, 2 | Includes energy of anomaly at about 210 K.; DH |
8.28 | 231.5 | Domalski and Hearing, 1996 | AC |
8.272 | 231.1 | Parks, Todd, et al., 1936 | DH |
3.100 | 230.38 | Pearce and Bakke, 1936 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
35.76 | 231.49 | McCullough, Douslin, et al., 1957, 2 | Includes; DH |
35.79 | 231.1 | Parks, Todd, et al., 1936 | DH |
13.46 | 230.38 | Pearce and Bakke, 1936 | DH |
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.
Helm, Lanum, et al., 1958
Helm, R.V.; Lanum, W.J.; Cook, G.L.; Ball, J.S.,
Purification and Properties of Pyrrole, Pyrrolidine, Pyridine and 2-Methylpyridine,
J. Phys. Chem., 1958, 62, 858. [all data]
McCullough, Douslin, et al., 1957
McCullough, J.P.; Douslin, D.R.; Messerly, J.F.; Hossenlopp, I.A.; Kincheloe, T.C.; Waddington, G.,
Pyridine: Experimental and Calculated Chemical Thermodynamic Prop- erties Between 0 and 1500 K; A Revised Vibrational Assignment,
J. Am. Chem. Soc., 1957, 79, 4289. [all data]
Brunner, 1987
Brunner, E.,
Fluid mixtures at high pressures VI. Phase separation and critical phenomina in 18 binary mixtures containing either pyridine or ethanoic acid,
J. Chem. Thermodyn., 1987, 19, 823. [all data]
Kobe, Ravicz, et al., 1956
Kobe, K.A.; Ravicz, A.E.; Vohra, S.P.,
Critical Properties and Vapor Pressures of Some Ethers and Heterocyclic Compounds,
J. Chem. Eng. Data, 1956, 1, 50. [all data]
Herz and Neukirch, 1923
Herz, W.; Neukirch, E.,
On Knowldge of the Critical State,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1923, 104, 433-50. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Ukraintseva, Soldatov, et al., 1997
Ukraintseva, E.A.; Soldatov, D.V.; Dyadin, Yu.A.,
Pyridine vapor pressure and thermodynamic parameters of clathrate and complex formation in the pyridine-zinc nitrate system,
Zh. Neorg. Khim., 1997, 42, 2, 283. [all data]
Blanco, Beltran, et al., 1994
Blanco, Beatriz; Beltran, Sagrario; Cabezas, Jose Luis; Coca, Jose,
Vapor-liquid equilibria of coal-derived liquids. 3. Binary systems with tetralin at 200 mm mercury,
J. Chem. Eng. Data, 1994, 39, 1, 23-26, https://doi.org/10.1021/je00013a007
. [all data]
Lencka, 1990
Lencka, Malgorzata,
Measurements of the vapour pressures of pyridine, 2-methylpyridine, 2,4-dimethylpyridine, 2,6-dimethylpyridine, and 2,4,6-trimethylpyridine from 0.1 kPa to atmospheric pressure using a modified Swietoslawski ebulliometer,
The Journal of Chemical Thermodynamics, 1990, 22, 5, 473-480, https://doi.org/10.1016/0021-9614(90)90139-H
. [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]
McCullough, Douslin, et al., 1957, 2
McCullough, J.P.; Douslin, D.R.; Messerly, J.F.; Hossenlopp, I.A.; Kincheloe, T.C.; Waddington, G.,
Pyridine: experimental and calculated chemical thermodynamic properties between 0 and 1500 K., a revised vibrational assignment,
J. Am. Chem. Soc., 1957, 79, 4289-4295. [all data]
Michou-Saucet, Jose, et al., 1986
Michou-Saucet, Marie-Annie; Jose, Jacques; Michou-Saucet, Christian,
Equilibre liquide-vapeur isotherme des systemes pyridine-n-hexane et pyridine-n-heptane,
Thermochimica Acta, 1986, 102, 271-279, https://doi.org/10.1016/0040-6031(86)85335-7
. [all data]
Majer, Svoboda, et al., 1984
Majer, V.; Svoboda, V.; Lencka, M.,
Enthalpies of vaporization and cohesive energies of pyridine and isomeric methylpyridines,
J. Chem. Thermodyn., 1984, 16, 1019-1024. [all data]
Herington and Martin, 1953
Herington, E.F.G.; Martin, J.F.,
Vapour pressures of pyridine and its homologues,
Trans. Faraday Soc., 1953, 49, 154, https://doi.org/10.1039/tf9534900154
. [all data]
Meulen and Mann, 1931
Meulen, P.A. van der.; Mann, Russell F.,
THE VAPOR PRESSURE OF PYRIDINE,
J. Am. Chem. Soc., 1931, 53, 2, 451-453, https://doi.org/10.1021/ja01353a006
. [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]
Parks, Todd, et al., 1936
Parks, G.S.; Todd, S.S.; Moore, W.A.,
Thermal data on organic compounds. XVI. Some heat capacity, entropy and free energy data for typical benzene derivatives and heterocyclic compounds,
J. Am. Chem. Soc., 1936, 58, 398-401. [all data]
Pearce and Bakke, 1936
Pearce, J.N.; Bakke, H.M.,
The heat capacity and the free energy of formation of pyridine,
Proc. Iowa Acad. Sci., 1936, 43, 171-174. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.