Pyridine

• Formula: C₅H₅N
• Molecular weight: 79.0999
• IUPAC Standard InChI: InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H Copy

  
• IUPAC Standard InChIKey: JUJWROOIHBZHMG-UHFFFAOYSA-N Copy
• 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
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• Isotopologues:
  • Pyridine-D5-
• Other names: Azabenzene; Azine; NCI-C55301; Piridina; Pirydyna; Pyridin; Rcra waste number U196; UN 1282; Pyr; CP 32; NSC 406123
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• Information on this page:
  • Normal boiling point
  • References
  • Notes
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Normal boiling point

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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein

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.

Rajendran, Renganarayanan, et al., 1989
Rajendran, M.; Renganarayanan, S.; Madhavan, P.R.; Srinivasan, D., Effect of Dissolved Salts on the Heat of Mixing of Three Binary Systems, J. Chem. Eng. Data, 1989, 34, 375. [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]

Gokavi, Raju, et al., 1986
Gokavi, G.S.; Raju, J.R.; Aminabhavi, T.M.; Balundgi, R.H.; Muddapur, M.V., Viscosities and Densities of Binary Liquid Mixtures of Dimethyl Sulfoxide with Chlorobenzene, Pyridine, and Methyl Ethyl Ketone at 25 35, 45, and 55 deg C, J. Chem. Eng. Data, 1986, 31, 15. [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]

Ezhov, Golovko, et al., 1976
Ezhov, V.S.; Golovko, S.N.; Guseinov, E.M., Determination of the equilibrium characteristics of vapor-liquid and liquid-liquid systems applicable to products of the oxidative ammonolysis of toluene and alpha- and beta-picolines, Khim.-Farm. Zh., 1976, 10, 10, 77. [all data]

Soulie, Bares, et al., 1975
Soulie, M.A.; Bares, D.; Metzger, J., Vapor Pressures of Some Azaaromatic Compounds, C. R. Seances Acad. Sci., Ser. C, 1975, 281, 341. [all data]

Konakbaeva, Anisimova, et al., 1974
Konakbaeva, E.G.; Anisimova, Z.K.; Shakhparonov, M.I., High-precision measurements of the vapour pressures of binary nonelectrolyt solutions, Vestn. Mosk. Univ., Ser. 2: Khim., 1974, 29, 30. [all data]

Rao and Naidu, 1973
Rao, M.V.P.; Naidu, P.R., Excess volumes and viscosities of dioxane-pyridine mixture, Proc. - Indian Acad. Sci., Sect. A, 1973, 78, 65. [all data]

Abramov, Mirzayan, et al., 1972
Abramov, E.V.; Mirzayan, A.S.; Fedorova, V.I., Heats of formation of ternary systems 1. the acetic acid + chloroform system, Izv. Akad. Nauk Kaz. SSR, Ser. Khim., 1972, 22, 4, 26. [all data]

Konakbaeva, 1972
Konakbaeva, E.G., Heats of Mixing of the Binary Systems Pyridine-Cyclohexane and Pyridine- Isooctane (2,2,4-Trimethylpentane), Vestn. Mosk. Univ., Ser. 2: Khim., 1972, 27, 250-2. [all data]

Krupatkin and Rozhentsova, 1971
Krupatkin, I.L.; Rozhentsova, E.P., Some properties of systems with latent liquid immiscibility, Russ. J. Phys. Chem. (Engl. Transl.), 1971, 45, 1700. [all data]

Paul and Johny, 1971
Paul, R.N.; Johny, C.J., Nitrobenzene as an extract. solvent for pyridine, Br. Chem. Eng. Process. Technol., 1971, 16, 1135. [all data]

Galska-Krajewska, 1970
Galska-Krajewska, A., Ternary positive-negative azeotropes containing pyridine, butanol, and C8 hydrocarbons, Rocz. Chem., 1970, 44, 1255. [all data]

Korchemskaya, Shakhparonov, et al., 1970
Korchemskaya, K.M.; Shakhparonov, M.I.; Antonova, N.M., Thermodynamic properties of a pyridine-benzene binary system, Termodin. Termokhim. Konstants., 1970, 1970, 83-9. [all data]

Lipkin and Layloff, 1970
Lipkin, D.; Layloff, T., Cyclic Sulfite and Sulfate Esters of Polymethylene Glycols, J. Chem. Eng. Data, 1970, 15, 450. [all data]

Kind, Kahnt, et al., 1968
Kind, R.; Kahnt, G.; Schmidt, D.; Schumann, J.; Bittrich, H.-J., Thermodynamics of System Tetrachloromethane with Toluene, Ethylbenzene Chlorobenzene, and Pyridine, Z. Phys. Chem. (Leipzig), 1968, 238, 277-83. [all data]

Nakanishi, Shirai, et al., 1968
Nakanishi, K.; Shirai, H.; Nakasato, K., Vapor-liquid Equilibria of Binary Systems of Methanol with Anisole, Chglorobenzene, Nitromethane, and Puridine, J. Chem. Eng. Data, 1968, 13, 188-91. [all data]

Findlay, Keniry, et al., 1967
Findlay, T.J.V.; Keniry, J.S.; Kidman, A.D.; Pickles, V.A., Calorimetric and N.M.R. studies of hydrogen bonding involving C-H bonds, Trans. Faraday Soc., 1967, 63, 846. [all data]

Fried, Gallant, et al., 1967
Fried, V.; Gallant, P.; Schneier, G.B., Vapor-liquid equilibrium in the system pyridine-tetrachloroethylene, J. Chem. Eng. Data, 1967, 12, 504. [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]

Findlay and Kidman, 1965
Findlay, T.J.V.; Kidman, A.D., Infrared studies of hydrogen bonding between pyridine & alcohol, Aust. J. Chem., 1965, 18, 521. [all data]

Woycicka and Kurtyka, 1965
Woycicka, M.K.; Kurtyka, Z., Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1965, 13, 469. [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]

Maczynska and Zieborak, 1963
Maczynska, Z.; Zieborak, K., Vapour-liquid equilibria. binary systems pyridine-n-paraffins under constant pressure. I, Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1963, 11, 219. [all data]

Yarym-Agaev, Kogan, et al., 1963
Yarym-Agaev, N.L.; Kogan, E.A.; Rudin, V.Y.; Titova, V.A., Orthobaric heats of mixing of pyridine and acetic acid vapours, Zh. Fiz. Khim., 1963, 37, 1445. [all data]

Galska-Krajewska and Zieborak, 1962
Galska-Krajewska, A.; Zieborak, K., Quaternary positive-negative azeotrope., Rocz. Chem., 1962, 36, 119. [all data]

Jones, 1962
Jones, H.E., J. Chem. Eng. Data, 1962, 7, 13. [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]

Amaya, 1961
Amaya, K., Thermodynamical studies on bionary systems consisting of polar and non-polar liquids. II. the measurement of the heats of mixing for binary systems of polar and non-polar liquids, Bull. Chem. Soc. Jpn., 1961, 34, 1278. [all data]

Findlay, 1961
Findlay, T.J.V., The heat of mixing for binary mixtures of pyridine with hydrocarbons, Aust. J. Chem., 1961, 14, 646. [all data]

Galska-Krajewska, 1961
Galska-Krajewska, A., Quaternary positive - negative system of acetic acid - pyridine - nonane - p-xylene, Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1961, 60, 455. [all data]

Yarym-Agaev, Rudin, et al., 1961
Yarym-Agaev, N.L.; Rudin, V.Y.; Titova, V.A.; Kogan, E.A., The orthobaric heats of mixing of pyridine and water vapours, Russ. J. Phys. Chem. (Engl. Transl.), 1961, 35, 1128. [all data]

Zieborak and Wyrzykowska-Stankiewicz, 1960
Zieborak, K.; Wyrzykowska-Stankiewicz, D., A new kind of ternary saddle azeotrope, Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1960, 8, 137. [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]

Zieborak and Galska-Krajewska, 1959
Zieborak, K.; Galska-Krajewska, A., Quaternary positive-negative azeotrope, Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1959, 7, 253. [all data]

Zieborak and Wyrzykowska-Stankiewicz, 1959
Zieborak, K.; Wyrzykowska-Stankiewicz, D., Quaternary positive-negative system n-nonane-o-xylene-pyridine-acetic acid, Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1959, 7, 247. [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]

Hollo, Lengyel, et al., 1958
Hollo, J.; Lengyel, T.; Uzonyi, G., Determination of the system heptane + toluene + pyridine + butanol, Magy. Kem. Lapja, 1958, 13, 440. [all data]

Zieborak, Brzostowski, et al., 1958
Zieborak, K.; Brzostowski, W.; Kaminsky, J., Vapour-liquid equilibria in ternary system formic acid-pyridine-water, Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1958, 6, 371. [all data]

Zieborak and Wyrzykowska-Stankiewicz, 1958
Zieborak, K.; Wyrzykowska-Stankiewicz, D., The influence of polar components on the compositions of ternary positive-negative azeotropes containing n-undecane, Bull. Acad. Pol. Sci., Ser. Sci., Chim., Geol. Geogr., 1958, 6, 517. [all data]

Stutchbury, 1956
Stutchbury, J.E., Compressions of Organic Liquids and Their Mixtures with Water, Aust. J. Chem., 1956, 9, 536-540. [all data]

Holland and Smyth, 1955
Holland, R.S.; Smyth, C.P., Microwave Adsorption and Molecular Structure in Liquids X. The Relaxation Times of Nine Heterocyclic Molecules, J. Phys. Chem., 1955, 59, 1088. [all data]

Gjaldbaek and Andersen, 1954
Gjaldbaek, J. Chr.; Andersen, E.K., The Solubility of Carbon Dioxide, Oxygen, Carbon Monoxide and Nitrogen in Polar Solvents, Acta Chem. Scand., 1954, 8, 1398. [all data]

Griffiths, 1952
Griffiths, V.S., Densities of SOme Binary Liquid Mixtures, Part I., J. Chem. Soc., 1952, 1952, 1326. [all data]

Dilke, Eley, et al., 1950
Dilke, M.H.; Eley, D.D.; Sheppard, M.G., A survey of heats of mixing of some organic compounds with aluminum chloride, Trans. Faraday Soc., 1950, 46, 261. [all data]

Jones, 1950
Jones, J.I., Coal tar bases. III. By-product of the hydrogenation of pyridine with Raney Nickel., J. Chem. Soc., 1950, 1950, 1392. [all data]

Kennard and McCusker, 1948
Kennard, S.M.S.; McCusker, P.A., Some systems of carbon halides with dixane, pyridine and cyclohexane, J. Am. Chem. Soc., 1948, 70, 3375. [all data]

Lecat, 1947
Lecat, M., Orthobaric Azeotropes of Sulfides, Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]

Lecat, 1947, 2
Lecat, M., Some azeotropes of which one constituant is heterocyclic nitrogen, Ann. Soc. Sci. Bruxelles, Ser. 1, 1947, 61, 73. [all data]

Lecat, 1943
Lecat, M., Negative and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 242. [all data]

Lecat, 1943, 2
Lecat, M., Azeotropes of Ethyl Urethane and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 273. [all data]

Ewell and Welch, 1941
Ewell, R.H.; Welch, L.M., Maximum Boiling Mixtures of chloroparaffins with Donor Liquids, J. Am. Chem. Soc., 1941, 63, 2475. [all data]

Timmermans and Hennaut-Roland, 1937
Timmermans, J.; Hennaut-Roland, M., Works from International Bureau at Physical-Chemical Standards. VIII. Physical constants of 20 organic compounds, J. Chim. Phys. Phys.-Chim. Biol., 1937, 34, 693. [all data]

Swearingen and Ross, 1935
Swearingen, L.E.; Ross, R.F., The system pyridine-acetic acid IV, J. Phys. Chem., 1935, 39, 821. [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]

Trew and Spencer, 1931
Trew, V.C.G.; Spencer, J.F., The Magnetic Susceptibility of Binary Systems of Organic Liquids, Proc. R. Soc. London, A, 1931, 131, 209. [all data]

Prentiss, 1929
Prentiss, S.W., The reactivity of atoms and groups in organic compounds. IX. the vapor pressures, densities and refractive indices of certain binary mixtures, J. Am. Chem. Soc., 1929, 51, 2825. [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]

Hammick and Holt, 1926
Hammick, D.L.; Holt, W.E., Pseudo-ternary systems containing sulphur. Pt. I. Sulphur & quinolin, pyridine & p-xylene, J. Chem. Soc., 1926, 129, 1995. [all data]

Mathews, 1926
Mathews, J.H., The Accurate Measurement of Heats of Vaporization of Liquids, J. Am. Chem. Soc., 1926, 48, 562. [all data]

Von Auwers and Kraul, 1925
Von Auwers, K.; Kraul, R., The Spectrochemistry of Compounds Containing Nitrogen., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1925, 116, 438. [all data]

Grimm and Patrick, 1923
Grimm, F.V.; Patrick, W.A., The Dielectric Constastants of Organic Liquids at the Boilin Point, J. Am. Chem. Soc., 1923, 45, 2794. [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]

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]

Fryer and Fryer, 1919
Fryer, P.J.; Fryer, C.H., The examination of commercial samples of nicotine., Analyst (London), 1919, 44, 363. [all data]

Hatcher and Skirrow, 1917
Hatcher, W.H.; Skirrow, F.W., The compounds of phenol and the cresols with pyridine., J. Am. Chem. Soc., 1917, 39, 1939. [all data]

Kurnakov and Zemcuzny, 1913
Kurnakov, N.S.; Zemcuzny, S., The viscosity of binary mixtures. Characteristics of the determined compound., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1913, 83, 481. [all data]

Timmermans, 1912
Timmermans, J., Experimental Research on the Density of Liquids Below 0 Degrees., Sci. Proc. R. Dublin Soc., 1912, 13, 310. [all data]

Timmermans, 1911
Timmermans, J., Researches on the freezing point of organic liquid compounds, Bull. Soc. Chim. Belg., 1911, 25, 300. [all data]

Timmermans, 1910
Timmermans, J., The Purification and Physical Constants of Several Organic Liquids, Bull. Soc. Chim. Belg., 1910, 24, 244. [all data]

Baud, 1909
Baud, E., The system water & pyridine, Bull. Soc. Chim. Fr., 1909, 5, 1022. [all data]

Dunstan and Stubbs, 1908
Dunstan, A.E.; Stubbs, J.A., The relation between viscosity and chemical constitution. part III. the enol-ketonic tautomerism, J. Chem. Soc., Trans., 1908, 93, 1919. [all data]

Hartley, Thomas, et al., 1908
Hartley, H.; Thomas, N.G.; Applebey, M.P., Some physico-chemical properties of mixtures of pyridine and water, J. Chem. Soc., 1908, 93, 538. [all data]

Von Zawidzki, 1906
Von Zawidzki, J., Some physical constraints of pure pyridine, Chem.-Ztg., 1906, 30, 299. [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]

Louguinine, 1899
Louguinine, W., The latent heat of vaporization of piperidine, pyridine, aceto nitrile and capro nitrile, C. R. Hebd. Seances Acad. Sci., 1899, 128, 366. [all data]

Perkin, 1896
Perkin, W.H., LXIX. On Magnetic Rotatory Power, especially of Aromatic Compounds, J. Chem. Soc., 1896, 69, 1025-1257. [all data]

Perkin, 1889
Perkin, W.H., The Magneto Rotatory Power of Nitrogne Compounds. also of Hydrochloric Hydrobromic and Hydroioidic Acids and of some of the Salts of Ammonia and the Compound Ammonias, J. Chem. Soc., 1889, 55, 680. [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

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• Symbols used in this document:
  

  Tboil

  Boiling point

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