Pyridine, 2,5-dimethyl-
- Formula: C7H9N
- Molecular weight: 107.1531
- IUPAC Standard InChIKey: XWKFPIODWVPXLX-UHFFFAOYSA-N
- CAS Registry Number: 589-93-5
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 2,5-Lutidine; 2,5-Dimethylpyridine; 5-methyl-2-methylpyridine
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
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.
Gas phase thermochemistry data
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 15.9 | kcal/mol | N/A | Cox and Gundry, 1958 | Value computed using ΔfHliquid° value of 18.6 kj/mol from Cox and Gundry, 1958 and ΔvapH° value of 47.82 kj/mol from missing citation. |
Phase change data
Go To: Top, Gas phase thermochemistry data, Mass spectrum (electron ionization), 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 431.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 429.9 | K | N/A | Jankun-Pinska, 1964 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tboil | 426.65 | K | N/A | Prostakov, Gaivoronskaya, et al., 1963 | Uncertainty assigned by TRC = 3. K; TRC |
Tboil | 429.15 | K | N/A | Farberov, Kut'in, et al., 1961 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 426.25 | K | N/A | Kyte, Jeffery, et al., 1960 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 259.070 | K | N/A | Steele, Chirico, et al., 1986 | DH |
Tfus | 257.15 | K | N/A | Kyte, Jeffery, et al., 1960 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 257.61 | K | N/A | Coulson, Cox, et al., 1959 | Uncertainty assigned by TRC = 0.03 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 259.07 | K | N/A | Chirico, Hossenlopp, et al., 1994 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 644.16 | K | N/A | Ambrose, Cox, et al., 1960 | Uncertainty assigned by TRC = 0.3 K; Visual, PRT, IPTS-48; TRC |
Tc | 644.15 | K | N/A | Cox, 1960 | Uncertainty assigned by TRC = 1. K; measured by R. Townsend to be pub. later; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 11.43 | kcal/mol | V | Cox, 1960 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.6 | 340. | EB | Steele, Chirico, et al., 1995 | Based on data from 330. to 471. K.; AC |
10.0 | 380. | EB | Steele, Chirico, et al., 1995 | Based on data from 330. to 471. K.; AC |
9.42 | 420. | EB | Steele, Chirico, et al., 1995 | Based on data from 330. to 471. K.; AC |
8.72 | 460. | EB | Steele, Chirico, et al., 1995 | Based on data from 330. to 471. K.; AC |
10.2 | 373. | A,MG | Stephenson and Malanowski, 1987 | Based on data from 358. to 431. K. See also Herington and Martin, 1953 and Kkykj and Repas, 1973.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
358.3 to 430.5 | 4.25365 | 1574.069 | -60.039 | Herington and Martin, 1953, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.499 | 259.1 | Chirico, Hossenlopp, et al., 1994, 2 | AC |
Temperature of phase transition
Ttrs (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|
182.200 | crystaline, II | crystaline, I | Steele, Chirico, et al., 1986 | DH |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Phase change 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-6047 |
NIST MS number | 227865 |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Cox and Gundry, 1958
Cox, J.D.; Gundry, H.A.,
Heats of combustion. Part II. The six lutidines,
J. Chem. Soc., 1958, 1019-1022. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Jankun-Pinska, 1964
Jankun-Pinska, J.,
Liquid-liquid equilibrium in series of ternary systems formed by pyridine bases, benzene and water. II. ternary systems: 2,4-lutidine-benzene-water, 2,5-lutidine-benzene-water and 2,6-lutidine-b,
Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1964, 12, 843. [all data]
Prostakov, Gaivoronskaya, et al., 1963
Prostakov, N.S.; Gaivoronskaya, L.A.; Mikheeva, N.N.; Filippov, N.P.,
Substituted Pyridines: 2,5-Dimethyl-4-alkylpyridines,
Zh. Obshch. Khim., 1963, 33, 2928. [all data]
Farberov, Kut'in, et al., 1961
Farberov, M.I.; Kut'in, A.M.; Ustavshchikov, V.F.,
The conditions of 2-methyl-5-vinylprydine synthesis,
Zh. Prikl. Khim. (Leningrad), 1961, 34, 632. [all data]
Kyte, Jeffery, et al., 1960
Kyte, C.T.; Jeffery, G.H.; Vogel, A.I.,
Physical Properties and Chem. Constitution XXVII. Pyridine Derivatives,
J. Chem. Soc., 1960, 1960, 4454. [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]
Coulson, Cox, et al., 1959
Coulson, E.A.; Cox, J.D.; Herington, E.F.G.; Martin, J.F.,
The Preparation and Physical Properties of the Pure Lutidines,
J. Chem. Soc., 1959, 1959, 1934. [all data]
Chirico, Hossenlopp, et al., 1994
Chirico, R.D.; Hossenlopp, I.A.; Gammon, B.E.; Knipmeyer, S.E.; Steele, W.V.,
Heat capacities of the six dimethylpyridines between the temperatures 10 K and 445 K and methyl-group rotational barriers in the solid state a,b,
J. Chem. Thermodyn., 1994, 26, 11, 1187, https://doi.org/10.1006/jcht.1994.1138
. [all data]
Ambrose, Cox, et al., 1960
Ambrose, D.; Cox, J.D.; Townsend, R.,
The critical temperatures of forty organic compounds,
Trans. Faraday Soc., 1960, 56, 1452. [all data]
Cox, 1960
Cox, J.D.,
The second virial coefficients, latent heats of vaporization and heats of formation of the lutidines,
Trans. Faraday Soc., 1960, 56, 959. [all data]
Steele, Chirico, et al., 1995
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Knipmeyer, S.E.,
Vapor pressures, high-temperature heat capacities, critical properties, derived thermodynamic functions, and barriers to methyl-group rotation, for the six dimethylpyridines,
The Journal of Chemical Thermodynamics, 1995, 27, 3, 311-334, https://doi.org/10.1006/jcht.1995.0030
. [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]
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]
Kkykj and Repas, 1973
Kkykj, J.; Repas, M.,
Petrochemia, 1973, 13, 179. [all data]
Herington and Martin, 1953, 2
Herington, E.F.G.; Martin, J.F.,
Vapour Pressures of Pyridine and its Homologues,
Trans. Faraday Soc., 1953, 49, 154-162, https://doi.org/10.1039/tf9534900154
. [all data]
Chirico, Hossenlopp, et al., 1994, 2
Chirico, R.D.; Hossenlopp, I.A.; Gammon, B.E.; Knipmeyer, S.E.; Steele, W.V.,
Heat capacities of the six dimethylpyridines between the temperatures 10 K and 445 K and methyl-group rotational barriers in the solid state a,b,
The Journal of Chemical Thermodynamics, 1994, 26, 11, 1187-1218, https://doi.org/10.1006/jcht.1994.1138
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Ttrs Temperature of phase transition ΔfH°gas Enthalpy of formation of gas at standard conditions 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
- 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.