Pyridine, 2-methyl-
- Formula: C6H7N
- Molecular weight: 93.1265
- IUPAC Standard InChIKey: BSKHPKMHTQYZBB-UHFFFAOYSA-N
- CAS Registry Number: 109-06-8
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: 2-Picoline; α-Methylpyridine; α-Picoline; o-Picoline; 2-Methylpyridine; Picoline, α; Rcra waste number U191; o-Methylpyridine; NSC 3409
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Normal boiling point
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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
Tboil (K) | Reference | Comment |
---|---|---|
402.0 | Weast and Grasselli, 1989 | BS |
402.6 | Majer and Svoboda, 1985 | |
402.4 | Wilson and Worrall, 1968 | Uncertainty assigned by TRC = 0.3 K; TRC |
402.65 | Waclawek and Hurwic, 1967 | Uncertainty assigned by TRC = 1. K; TRC |
402.35 | Assal, 1966 | Uncertainty assigned by TRC = 0.2 K; TRC |
402.41 | Razniewska, 1964 | Uncertainty assigned by TRC = 0.2 K; TRC |
402.45 | Trabczynski, 1964 | Uncertainty assigned by TRC = 0.3 K; TRC |
401.15 | Wimette and Linnell, 1962 | Uncertainty assigned by TRC = 1.5 K; TRC |
401.15 | Farberov, Kut'in, et al., 1961 | Uncertainty assigned by TRC = 2. K; TRC |
401. | Terry, Kepner, et al., 1960 | Uncertainty assigned by TRC = 1. K; TRC |
402.57 | Brzostowski and Malanowski, 1959 | Uncertainty assigned by TRC = 0.1 K; TRC |
402.62 | Szafranski, 1959 | Uncertainty assigned by TRC = 0.05 K; TRC |
402.59 | Szafranski, 1959, 2 | Uncertainty assigned by TRC = 0.06 K; TRC |
402.55 | Helm, Lanum, et al., 1958 | Uncertainty assigned by TRC = 0.15 K; TRC |
402.25 | Ogawa, Kishida, et al., 1958 | Uncertainty assigned by TRC = 0.5 K; TRC |
402.45 | Zieborak and Wyrzykowska-Stankiewicz, 1958 | Uncertainty assigned by TRC = 0.25 K; TRC |
402.95 | Petro and Smyth, 1957 | Uncertainty assigned by TRC = 0.4 K; TRC |
402.58 | Rostafinska, 1955 | Uncertainty assigned by TRC = 0.08 K; TRC |
402.8 | Timmermans and Hennaut-Roland, 1955 | Uncertainty assigned by TRC = 0.2 K; TRC |
402.59 | Hopke and Sears, 1951 | Uncertainty assigned by TRC = 0.2 K; TRC |
401.65 | Runge and Hummel, 1951 | Uncertainty assigned by TRC = 2. K; TRC |
402.65 | Runge and Hummel, 1951 | Uncertainty assigned by TRC = 2. K; TRC |
402.59 | Freiser and Glowacki, 1948 | Uncertainty assigned by TRC = 0.08 K; TRC |
403.85 | Lecat, 1947 | Uncertainty assigned by TRC = 0.5 K; TRC |
402.15 | Hackmann, Wibaut, et al., 1943 | Uncertainty assigned by TRC = 1.5 K; TRC |
400.15 | Herz, Kahovec, et al., 1943 | Uncertainty assigned by TRC = 1.5 K; TRC |
402.55 | Anonymous, 1942 | Uncertainty assigned by TRC = 0.3 K; TRC |
402.25 | Rau and Narayanaswamy, 1934 | Uncertainty assigned by TRC = 0.3 K; TRC |
401.45 | Wilkie and Shaw, 1927 | Uncertainty assigned by TRC = 0.5 K; TRC |
401.2 | Heap, Jones, et al., 1921 | Uncertainty assigned by TRC = 1.5 K; TRC |
401.15 | Timmermans, 1921 | Uncertainty assigned by TRC = 1.5 K; TRC |
401.95 | Constam and White, 1903 | Uncertainty assigned by TRC = 0.3 K; TRC |
401.15 | Bruhl, 1895 | Uncertainty assigned by TRC = 1. K; TRC |
401.15 | Bruhl, 1895 | Uncertainty assigned by TRC = 1. K; TRC |
399.35 | Kahlbaum, 1884 | Uncertainty assigned by TRC = 2. K; TRC; Data excluded from overall average |
References
Go To: Top, Normal boiling point, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
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]
Wilson and Worrall, 1968
Wilson, J.W.; Worrall, I.J.,
Heats of solution of five substituted pyridines in 2N hydrochloric acid,
J. Chem. Eng. Data, 1968, 13, 537. [all data]
Waclawek and Hurwic, 1967
Waclawek, Z.; Hurwic, J.,
Dipole moment and spectroscopic studies of the 1,3,5-trinitrobenzene complexes with some pyridine derivatives in nonpolar solvents,
Rocz. Chem., 1967, 41, 1993. [all data]
Assal, 1966
Assal, F.A.,
Vapour-liquid equilibria in phenol-pyridine base systems,
Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1966, 14, 603. [all data]
Razniewska, 1964
Razniewska, T.,
Poliazeotropic ethylene glycol systems. I. a series of saddle azeotropes formed by ethylene glycol, phenol and pyridine bases,
Rocz. Chem., 1964, 38, 851. [all data]
Trabczynski, 1964
Trabczynski, W.,
Location of saddle points in the series of systems formed by propionic acid, 2-picoline and n-paraffins,
Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1964, 12, 335. [all data]
Wimette and Linnell, 1962
Wimette, H.J.; Linnell, R.H.,
Thermodynamics of H-bonding pyrrole-pyridines,
J. Phys. Chem., 1962, 66, 546. [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]
Terry, Kepner, et al., 1960
Terry, T.D.; Kepner, R.E.; Dinsmore, W.,
Binary Systems Containing Isoamyl Alcohol or Active Amyl Alcohol,
J. Chem. Eng. Data, 1960, 5, 403. [all data]
Brzostowski and Malanowski, 1959
Brzostowski, W.; Malanowski, S.,
Vapour-liquid equilibria in binary systems of pyridine bases,
Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1959, 7, 669-74. [all data]
Szafranski, 1959
Szafranski, A.,
Ebulliometric Examination of 2-Picoline and Its Typical Contamination,
Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1959, 7, 17. [all data]
Szafranski, 1959, 2
Szafranski, A.,
Ebulliometric Examination of 2,6-Lutidine and its Typical Contaminatio,
Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1959, 7, 479. [all data]
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]
Ogawa, Kishida, et al., 1958
Ogawa, S.; Kishida, H.; Kuyama, H.,
Vapor-liquid equilibria of acetonitrile + alpha-picoline mixtures under 760 mmHg,
Kagaku Kogaku, 1958, 22, 151. [all data]
Zieborak and Wyrzykowska-Stankiewicz, 1958
Zieborak, K.; Wyrzykowska-Stankiewicz, D.,
A series of ternary positive-negative azeotropes formed by 2-picoline, acetic acid and n-paraffins,
Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1958, 6, 377. [all data]
Petro and Smyth, 1957
Petro, A.J.; Smyth, C.P.,
Microwave absorption and molecular structure in liquids. XX. dielectric relaxation times and molecular shapes of some substituted benzenes and pyridines,
J. Am. Chem. Soc., 1957, 79, 6142. [all data]
Rostafinska, 1955
Rostafinska, D.,
Physicochemical investigations of pyridine bases from Polish coal tar. I. Separation of pure isomeric pyridine bases,
Rocz. Chem., 1955, 29, 803. [all data]
Timmermans and Hennaut-Roland, 1955
Timmermans, J.; Hennaut-Roland, M.,
Work of the International Bureau of Physical-Chemical Standards. IX. The Physical Constants of Twenty Organic Compounds,
J. Chim. Phys. Phys.-Chim. Biol., 1955, 52, 223. [all data]
Hopke and Sears, 1951
Hopke, E.R.; Sears, G.W.,
Vapor Pressures below 1 mm Hg of Several Aromatic Compounds,
J. Chem. Phys., 1951, 19, 11, 1345, https://doi.org/10.1063/1.1748057
. [all data]
Runge and Hummel, 1951
Runge, F.; Hummel, H.,
Catalytic conversion of actylene with ammonia,
Chem. Tech. (Leipzig), 1951, 3, 163. [all data]
Freiser and Glowacki, 1948
Freiser, H.; Glowacki, W.L.,
Some Physical Properties of 2-Picoline,
J. Am. Chem. Soc., 1948, 70, 2575. [all data]
Lecat, 1947
Lecat, M.,
Some azeotropes of which one constituant is heterocyclic nitrogen,
Ann. Soc. Sci. Bruxelles, Ser. 1, 1947, 61, 73. [all data]
Hackmann, Wibaut, et al., 1943
Hackmann, J.Th.; Wibaut, J.P.; Gitsels, H.P.L.,
Basic N compounds from cracked distillates of California petroleum,
Recl. Trav. Chim. Pays-Bas, 1943, 62, 229. [all data]
Herz, Kahovec, et al., 1943
Herz, E.; Kahovec, L.; Kohlraush, K.W.F.,
The Raman Effect CXLII. Nitrogen Compounds 26-Pyridine and its Homolog,
Z. Phys. Chem., Abt. B, 1943, 53, 124. [all data]
Anonymous, 1942
Anonymous, R.,
, Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1942. [all data]
Rau and Narayanaswamy, 1934
Rau, M.A.G.; Narayanaswamy, B.N.,
The determination of dipole moments using the method of diluted solutions: I and II,
Z. Phys. Chem., Abt. B, 1934, 26, 23. [all data]
Wilkie and Shaw, 1927
Wilkie, A.L.; Shaw, B.D.,
Purification of pyridine and α-picoline [2-methylpyridine] by fractional distillation,
J. Soc. Chem. Ind., London, 1927, 46, 469. [all data]
Heap, Jones, et al., 1921
Heap, J.G.; Jones, W.J.; Speakman, J.B.,
The preparation of pyridine and of certain of its homologs in a state of purity,
J. Am. Chem. Soc., 1921, 43, 1936. [all data]
Timmermans, 1921
Timmermans, J.,
The Freezing Points of Organic Substances IV. New Exp. Determinations,
Bull. Soc. Chim. Belg., 1921, 30, 62. [all data]
Constam and White, 1903
Constam, E.J.; White, J.,
Physico-chemical investigations in the pyridine series,
J. Am. Chem. Soc., 1903, 29, 1. [all data]
Bruhl, 1895
Bruhl, J.W.,
Spectrochemistry of Nitrogen-Containing Compounds. I.,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1895, 16, 193. [all data]
Kahlbaum, 1884
Kahlbaum, G.W.A.,
The dependence of Boiling Temperature on Air Pressure,
Ber. Dtsch. Chem. Ges., 1884, 17, 1245. [all data]
Notes
Go To: Top, Normal boiling point, References
- Symbols used in this document:
Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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