Pyridine

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Δfgas140.2kJ/molCcbHubbard, Frow, et al., 1961ALS
Δfgas140.6 ± 1.5kJ/molCmAndon, Cox, et al., 1957ALS
Δfgas140.7 ± 1.5kJ/molCcbCox, Challoner, et al., 1954ALS
Δfgas110.1kJ/molN/AConstam and White, 1903Value computed using ΔfHliquid° value of 69.9 kj/mol from Constam and White, 1903 and ΔvapH° value of 40.2 kj/mol from Hubbard, Frow, et al., 1961.; DRB

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfliquid99.96 ± 0.50kJ/molCcbHubbard, Frow, et al., 1961ALS
Δfliquid100.2 ± 1.5kJ/molCcbCox, Challoner, et al., 1954ALS
Δfliquid69.9kJ/molCcbConstam and White, 1903ALS
Quantity Value Units Method Reference Comment
Δcliquid-2725.kJ/molCcbStrepikheev, Baranov, et al., 1962ALS
Δcliquid-2782.2 ± 0.42kJ/molCcbHubbard, Frow, et al., 1961ALS
Δcliquid-2782.4 ± 1.5kJ/molCcbCox, Challoner, et al., 1954ALS
Δcliquid-2758.kJ/molCcbConstam and White, 1903ALS
Quantity Value Units Method Reference Comment
liquid177.90J/mol*KN/AMcCullough, Douslin, et al., 1957DH
liquid179.1J/mol*KN/AParks, Todd, et al., 1936Extrapolation below 90 K, 50.04 J/mol*K.; DH
liquid210.41J/mol*KN/APearce and Bakke, 1936Extrapolation below 90 K, 89.33 J/mol*K.; DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
193.4293.Rastorguev and Ganiev, 1967T = 293 to 353 K.; DH
133.298.15Hubbard, Frow, et al., 1961DH
146.9332.Swietoslawski and Zielenkiewicz, 1958Mean value 22 to 96°C.; DH
132.72298.15McCullough, Douslin, et al., 1957T = 10 to 350 K.; DH
134.93298.1Parks, Todd, et al., 1936T = 90 to 300 K.; DH
133.30298.1Pearce and Bakke, 1936T = 90 to 298 K. Value is unsmoothed experimental datum.; DH
129.3289.Radulescu and Jula, 1934DH
135.35273.4Swietoslawski, Tybicka, et al., 1931DH
135.6290.Swietoslawski, Tybicka, et al., 1931, 2DH
129.33294.Mathews, Krause, et al., 1917DH
130.5283.Bramley, 1916Mean value, 0 to 20°C.; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering 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 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
Tboil388.5 ± 0.6KAVGN/AAverage of 80 out of 84 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus232. ± 2.KAVGN/AAverage of 26 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple231.48KN/AHelm, Lanum, et al., 1958Uncertainty assigned by TRC = 0.03 K; measured in calorimeter at USBM, Bartlesville, OK; TRC
Ttriple231.480KN/AMcCullough, Douslin, et al., 1957, 2Uncertainty assigned by TRC = 0.05 K; by extrapolation of 1/f to zero; TRC
Quantity Value Units Method Reference Comment
Tc619. ± 2.KAVGN/AAverage of 9 values; Individual data points
Quantity Value Units Method Reference Comment
Pc56.60barN/ABrunner, 1987Uncertainty assigned by TRC = 0.0565 bar; Visual, optical cell 30cm high. P transducer cal. vs PB.; TRC
Pc56.40barN/AKobe, Ravicz, et al., 1956Uncertainty assigned by TRC = 1.034 bar; TRC
Pc60.795barN/AHerz and Neukirch, 1923Uncertainty assigned by TRC = 0.8106 bar; TRC
Quantity Value Units Method Reference Comment
Vc0.253l/molN/AKobe, Ravicz, et al., 1956Uncertainty assigned by TRC = 0.005 l/mol; TRC
Quantity Value Units Method Reference Comment
Δvap40.3 ± 0.3kJ/molAVGN/AAverage of 10 out of 11 values; Individual data points

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
35.09388.4N/AMajer and Svoboda, 1985 
39.3324.N/AUkraintseva, Soldatov, et al., 1997Based on data from 289. to 358. K.; AC
37.6354.N/ABlanco, Beltran, et al., 1994Based on data from 346. to 362. K.; AC
39.9310.EBLencka, 1990Based on data from 295. to 388. K.; AC
39.7311.AStephenson and Malanowski, 1987Based on data from 296. to 353. K.; AC
37.3363.AStephenson and Malanowski, 1987Based on data from 348. to 434. K.; AC
35.0446.AStephenson and Malanowski, 1987Based on data from 431. to 558. K.; AC
34.0567.AStephenson and Malanowski, 1987Based on data from 552. to 620. K.; AC
37.6355.EBStephenson and Malanowski, 1987Based on data from 340. to 426. K. See also McCullough, Douslin, et al., 1957.; AC
39.6313.CMichou-Saucet, Jose, et al., 1986Based on data from 298. to 333. K.; AC
39.4313.CMajer, Svoboda, et al., 1984AC
38.5328.CMajer, Svoboda, et al., 1984AC
37.7343.CMajer, Svoboda, et al., 1984AC
36.3368.N/AMajer, Svoboda, et al., 1984AC
37.5 ± 0.1346.CMcCullough, Douslin, et al., 1957AC
36.4 ± 0.1366.CMcCullough, Douslin, et al., 1957AC
35.1 ± 0.1388.CMcCullough, Douslin, et al., 1957AC
38.4335.MGHerington and Martin, 1953Based on data from 320. to 388. K.; AC
44.4273.N/AMeulen and Mann, 1931Based 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)

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Temperature (K) A (kJ/mol) β Tc (K) Reference Comment
298. to 388.55.430.2536620.Majer and Svoboda, 1985 

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 Comment
340.5 to 426.044.162721371.358-58.496McCullough, Douslin, et al., 1957Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
8.2785231.49McCullough, Douslin, et al., 1957Includes energy of anomaly at about 210 K.; DH
8.28231.5Domalski and Hearing, 1996AC
8.272231.1Parks, Todd, et al., 1936DH
3.100230.38Pearce and Bakke, 1936DH

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
35.76231.49McCullough, Douslin, et al., 1957Includes; DH
35.79231.1Parks, Todd, et al., 1936DH
13.46230.38Pearce and Bakke, 1936DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, Ion clustering 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 as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C5H4N- + Hydrogen cation = Pyridine

By formula: C5H4N- + H+ = C5H5N

Quantity Value Units Method Reference Comment
Δr1631. ± 8.4kJ/molIMRESchafman and Wenthold, 2007gas phase; B
Δr1636. ± 10.kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Quantity Value Units Method Reference Comment
Δr1601. ± 8.4kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr1607. ± 13.kJ/molIMRBDePuy, Kass, et al., 1988gas phase; Comparable to water in acidity; B
Δr<1574. ± 8.4kJ/molIMRBBruins, Ferrer-Correia, et al., 1978gas phase; O- deprotonates; B

C5H6N+ + Pyridine = (C5H6N+ • Pyridine)

By formula: C5H6N+ + C5H5N = (C5H6N+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr105.kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr103.kJ/molPHPMSMeot-Ner M. and Sieck, 1983gas phase; M
Δr110.kJ/molHPMSHolland and Castleman, 1982gas phase; M
Δr99.2kJ/molPHPMSMeot-Ner (Mautner), 1979gas phase; M
Δr99.2kJ/molPHPMSMeot-Ner (Mautner), 1979gas phase; M
Quantity Value Units Method Reference Comment
Δr124.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr118.J/mol*KPHPMSMeot-Ner M. and Sieck, 1983gas phase; M
Δr134.J/mol*KHPMSHolland and Castleman, 1982gas phase; M
Δr120.J/mol*KPHPMSMeot-Ner (Mautner), 1979gas phase; M
Δr120.J/mol*KPHPMSMeot-Ner (Mautner), 1979gas phase; M

Pyridine + 3Hydrogen = Piperidine

By formula: C5H5N + 3H2 = C5H11N

Quantity Value Units Method Reference Comment
Δr-193.8 ± 0.75kJ/molEqkHales and Herington, 1957gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -202.2 ± 0.75 kJ/mol; At 400-550 K; ALS
Δr-193.0 ± 2.1kJ/molEqkBurrows and King, 1935liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -188.3 kJ/mol; At 423-443 K; ALS

Chlorine anion + Pyridine = (Chlorine anion • Pyridine)

By formula: Cl- + C5H5N = (Cl- • C5H5N)

Quantity Value Units Method Reference Comment
Δr53.1 ± 8.4kJ/molTDAsHiraoka, Mizuse, et al., 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr82.4J/mol*KPHPMSHiraoka, Mizuse, et al., 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr28. ± 11.kJ/molTDAsHiraoka, Mizuse, et al., 1988gas phase; B

(C5H6N+ • 2Pyridine) + Pyridine = (C5H6N+ • 3Pyridine)

By formula: (C5H6N+ • 2C5H5N) + C5H5N = (C5H6N+ • 3C5H5N)

Quantity Value Units Method Reference Comment
Δr56.9kJ/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr159.J/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M

Lithium ion (1+) + Pyridine = (Lithium ion (1+) • Pyridine)

By formula: Li+ + C5H5N = (Li+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr181. ± 15.kJ/molCIDTAmunugama and Rodgers, 2000RCD
Δr180.kJ/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 extrapolated; M

Potassium ion (1+) + Pyridine = (Potassium ion (1+) • Pyridine)

By formula: K+ + C5H5N = (K+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr90. ± 4.kJ/molCIDTAmunugama and Rodgers, 2000RCD
Δr86.6kJ/molHPMSDavidson and Kebarle, 1976gas phase; M
Quantity Value Units Method Reference Comment
Δr77.8J/mol*KHPMSDavidson and Kebarle, 1976gas phase; M

(Silver ion (1+) • 2Pyridine) + Pyridine = (Silver ion (1+) • 3Pyridine)

By formula: (Ag+ • 2C5H5N) + C5H5N = (Ag+ • 3C5H5N)

Quantity Value Units Method Reference Comment
Δr69.9kJ/molHPMSHolland and Castleman, 1982gas phase; M
Quantity Value Units Method Reference Comment
Δr117.J/mol*KHPMSHolland and Castleman, 1982gas phase; M

(Silver ion (1+) • 3Pyridine) + Pyridine = (Silver ion (1+) • 4Pyridine)

By formula: (Ag+ • 3C5H5N) + C5H5N = (Ag+ • 4C5H5N)

Quantity Value Units Method Reference Comment
Δr74.9kJ/molHPMSHolland and Castleman, 1982gas phase; M
Quantity Value Units Method Reference Comment
Δr169.J/mol*KHPMSHolland and Castleman, 1982gas phase; M

(Chlorine anion • Pyridine) + Pyridine = (Chlorine anion • 2Pyridine)

By formula: (Cl- • C5H5N) + C5H5N = (Cl- • 2C5H5N)

Quantity Value Units Method Reference Comment
Δr49.0kJ/molPHPMSHiraoka, Mizuse, et al., 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr94.6J/mol*KPHPMSHiraoka, Mizuse, et al., 1988gas phase; M

(C5H6N+ • Pyridine) + Pyridine = (C5H6N+ • 2Pyridine)

By formula: (C5H6N+ • C5H5N) + C5H5N = (C5H6N+ • 2C5H5N)

Quantity Value Units Method Reference Comment
Δr52.7kJ/molHPMSHolland and Castleman, 1982gas phase; M
Quantity Value Units Method Reference Comment
Δr124.J/mol*KHPMSHolland and Castleman, 1982gas phase; M

H2O3- + Pyridine + Water = C5H7NO3-

By formula: H2O3- + C5H5N + H2O = C5H7NO3-

Quantity Value Units Method Reference Comment
Δr137. ± 9.6kJ/molN/ALe Barbu, Schiedt, et al., 2002gas phase; Affinity is difference in EAs of lesser solvated species; B

Oxygen anion + Pyridine = C5H5NO2-

By formula: O2- + C5H5N = C5H5NO2-

Quantity Value Units Method Reference Comment
Δr90.8 ± 9.6kJ/molN/ALe Barbu, Schiedt, et al., 2002gas phase; Affinity is difference in EAs of lesser solvated species; B

Nitric oxide anion + Pyridine = C5H5N2O-

By formula: NO- + C5H5N = C5H5N2O-

Quantity Value Units Method Reference Comment
Δr56.9 ± 9.6kJ/molN/ALe Barbu, Schiedt, et al., 2002gas phase; Affinity is difference in EAs of lesser solvated species; B

3Pyridine, 1-oxide + potassium chloride = 3Pyridine + KClO3

By formula: 3C5H5NO + ClK = 3C5H5N + KClO3

Quantity Value Units Method Reference Comment
Δr315. ± 10.kJ/molCmShaofeng and Pilcher, 1988solid phase; ALS

3Pyridine, 1-oxide + potassium bromide = 3Pyridine + KBrO3

By formula: 3C5H5NO + BrK = 3C5H5N + KBrO3

Quantity Value Units Method Reference Comment
Δr313.6 ± 9.6kJ/molCmShaofeng and Pilcher, 1988solid phase; ALS

Iron ion (1+) + Pyridine = (Iron ion (1+) • Pyridine)

By formula: Fe+ + C5H5N = (Fe+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr223. ± 9.2kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Chromium ion (1+) + Pyridine = (Chromium ion (1+) • Pyridine)

By formula: Cr+ + C5H5N = (Cr+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr197. ± 12.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Titanium ion (1+) + Pyridine = (Titanium ion (1+) • Pyridine)

By formula: Ti+ + C5H5N = (Ti+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr217. ± 9.6kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Manganese ion (1+) + Pyridine = (Manganese ion (1+) • Pyridine)

By formula: Mn+ + C5H5N = (Mn+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr182. ± 8.8kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Scandium ion (1+) + Pyridine = (Scandium ion (1+) • Pyridine)

By formula: Sc+ + C5H5N = (Sc+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr231. ± 10.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Magnesium ion (1+) + Pyridine = (Magnesium ion (1+) • Pyridine)

By formula: Mg+ + C5H5N = (Mg+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr200. ± 6.7kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Vanadium ion (1+) + Pyridine = (Vanadium ion (1+) • Pyridine)

By formula: V+ + C5H5N = (V+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr218. ± 13.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Nickel ion (1+) + Pyridine = (Nickel ion (1+) • Pyridine)

By formula: Ni+ + C5H5N = (Ni+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr255. ± 15.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Aluminum ion (1+) + Pyridine = (Aluminum ion (1+) • Pyridine)

By formula: Al+ + C5H5N = (Al+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr190. ± 10.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Zinc ion (1+) + Pyridine = (Zinc ion (1+) • Pyridine)

By formula: Zn+ + C5H5N = (Zn+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr247. ± 7.1kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Cobalt ion (1+) + Pyridine = (Cobalt ion (1+) • Pyridine)

By formula: Co+ + C5H5N = (Co+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr247. ± 13.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Copper ion (1+) + Pyridine = (Copper ion (1+) • Pyridine)

By formula: Cu+ + C5H5N = (Cu+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr246. ± 10.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Sodium ion (1+) + Pyridine = (Sodium ion (1+) • Pyridine)

By formula: Na+ + C5H5N = (Na+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr127. ± 3.kJ/molCIDTAmunugama and Rodgers, 2000RCD

Henry's Law data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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: Rolf Sander

Henry's Law constant (water solution)

kH(T) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

H (mol/(kg*bar)) d(ln(kH))/d(1/T) (K) Method Reference Comment
89. QN/A missing citation give several references for the Henry's law constants but don't assign them to specific species.
110.5900.MN/A 

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Ion clustering data, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
MM - Michael M. Meot-Ner (Mautner)
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Quantity Value Units Method Reference Comment
IE (evaluated)9.26 ± 0.01eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)930.kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity898.1kJ/molN/AHunter and Lias, 1998HL

Proton affinity at 298K

Proton affinity (kJ/mol) Reference Comment
936.5 ± 8.5Wind, Papp, et al., 2005T = 298K; MM

Protonation entropy at 298K

Protonation entropy (J/mol*K) Reference Comment
-1. ± 10.Wind, Papp, et al., 2005T = 298K; MM

Ionization energy determinations

IE (eV) Method Reference Comment
9.34 ± 0.03EIArimura and Yoshikawa, 1984LBLHLM
9.25TRPILifshitz, 1982LBLHLM
9.60PEKimura, Katsumata, et al., 1981LLK
9.26PEUtsunomiya, Kobayashi, et al., 1978LLK
9.25PIEland, Berkowitz, et al., 1978LLK
9.74 ± 0.05EIZaretskii, Oren, et al., 1976LLK
~9.5EIVan Veen and Plantenga, 1975LLK
9.9 ± 0.1EIStefanovic and Grutzmacher, 1974LLK
9.263PEKing, Murrell, et al., 1972LLK
9.66 ± 0.03EIJohnstone and Mellon, 1972LLK
9.70 ± 0.05EIDistefano, Foffani, et al., 1971LLK
9.70EIDistefano, Foffani, et al., 1971, 2LLK
9.30 ± 0.01PIPotapov and Sorokin, 1970RDSH
9.10PEGoffart, Momigny, et al., 1969RDSH
9.10 ± 0.01PIGoffart, Momigny, et al., 1969RDSH
9.31PEDewar and Worley, 1969RDSH
9.28PEAl-Joboury and Turner, 1964RDSH
9.20 ± 0.05PIAkopyan and Vilesov, 1964RDSH
9.4PITerenin, 1961RDSH
9.266SEl-Sayed, Kaaba, et al., 1961RDSH
9.23 ± 0.03PIWatanabe, 1957RDSH
9.8 ± 0.2EIHustrulid, Kusch, et al., 1938RDSH
9.51PEKlasinc, Novak, et al., 1978Vertical value; LLK
9.66PEKobayashi and Nagakura, 1974Vertical value; LLK
9.7PEBatich, Heilbronner, et al., 1973Vertical value; LLK
9.6 ± 0.5PEHeilbronner, Hornung, et al., 1972Vertical value; LLK
9.59PEGleiter, Heilbronner, et al., 1970Vertical value; RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H3+14.00 ± 0.10?EIMomigny, Urbain, et al., 1965RDSH
C3H3N+13.84 ± 0.10C2H2EIMomigny, Urbain, et al., 1965RDSH
C4H2+16.17 ± 0.10HCN+H2EIMomigny, Urbain, et al., 1965RDSH
C4H3+16.61 ± 0.10HCN+HEIMomigny, Urbain, et al., 1965RDSH
C4H4+11.84 ± 0.05HCNTRPILifshitz and Malinovich, 1984LBLHLM
C4H4+12.6 ± 0.1HCNEIBurgers and Holmes, 1984LBLHLM
C4H4+12.34 ± 0.05HCNEIBurgers and Holmes, 1984LBLHLM
C4H4+12.0 ± 0.2HCNTRPILifshitz, 1982LBLHLM
C4H4+12.15 ± 0.02HCNPIPECORosenstock, Stockbauer, et al., 1981LLK
C4H4+11.8HCNPIEland, Berkowitz, et al., 1978LLK
C4H4+12.3 ± 0.1HCNEIRosenstock, McCulloh, et al., 1977LLK
C4H4+13.41 ± 0.05HCNEIZaretskii, Oren, et al., 1976LLK
C4H4+13.28HCNEIBeynon, Hopkinson, et al., 1969RDSH
C5H3N+12.42 ± 0.10H2EIMomigny, Urbain, et al., 1965RDSH
C5H4N+14.00 ± 0.10HEIMomigny, Urbain, et al., 1965RDSH

De-protonation reactions

C5H4N- + Hydrogen cation = Pyridine

By formula: C5H4N- + H+ = C5H5N

Quantity Value Units Method Reference Comment
Δr1631. ± 8.4kJ/molIMRESchafman and Wenthold, 2007gas phase; B
Δr1636. ± 10.kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Quantity Value Units Method Reference Comment
Δr1601. ± 8.4kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.; B
Δr1607. ± 13.kJ/molIMRBDePuy, Kass, et al., 1988gas phase; Comparable to water in acidity; B
Δr<1574. ± 8.4kJ/molIMRBBruins, Ferrer-Correia, et al., 1978gas phase; O- deprotonates; B

Ion clustering data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics 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 as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
B - John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

(Silver ion (1+) • 2Pyridine) + Pyridine = (Silver ion (1+) • 3Pyridine)

By formula: (Ag+ • 2C5H5N) + C5H5N = (Ag+ • 3C5H5N)

Quantity Value Units Method Reference Comment
Δr69.9kJ/molHPMSHolland and Castleman, 1982gas phase; M
Quantity Value Units Method Reference Comment
Δr117.J/mol*KHPMSHolland and Castleman, 1982gas phase; M

(Silver ion (1+) • 3Pyridine) + Pyridine = (Silver ion (1+) • 4Pyridine)

By formula: (Ag+ • 3C5H5N) + C5H5N = (Ag+ • 4C5H5N)

Quantity Value Units Method Reference Comment
Δr74.9kJ/molHPMSHolland and Castleman, 1982gas phase; M
Quantity Value Units Method Reference Comment
Δr169.J/mol*KHPMSHolland and Castleman, 1982gas phase; M

Aluminum ion (1+) + Pyridine = (Aluminum ion (1+) • Pyridine)

By formula: Al+ + C5H5N = (Al+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr190. ± 10.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

C5H6N+ + Pyridine = (C5H6N+ • Pyridine)

By formula: C5H6N+ + C5H5N = (C5H6N+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr105.kJ/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr103.kJ/molPHPMSMeot-Ner M. and Sieck, 1983gas phase; M
Δr110.kJ/molHPMSHolland and Castleman, 1982gas phase; M
Δr99.2kJ/molPHPMSMeot-Ner (Mautner), 1979gas phase; M
Δr99.2kJ/molPHPMSMeot-Ner (Mautner), 1979gas phase; M
Quantity Value Units Method Reference Comment
Δr124.J/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr118.J/mol*KPHPMSMeot-Ner M. and Sieck, 1983gas phase; M
Δr134.J/mol*KHPMSHolland and Castleman, 1982gas phase; M
Δr120.J/mol*KPHPMSMeot-Ner (Mautner), 1979gas phase; M
Δr120.J/mol*KPHPMSMeot-Ner (Mautner), 1979gas phase; M

(C5H6N+ • Pyridine) + Pyridine = (C5H6N+ • 2Pyridine)

By formula: (C5H6N+ • C5H5N) + C5H5N = (C5H6N+ • 2C5H5N)

Quantity Value Units Method Reference Comment
Δr52.7kJ/molHPMSHolland and Castleman, 1982gas phase; M
Quantity Value Units Method Reference Comment
Δr124.J/mol*KHPMSHolland and Castleman, 1982gas phase; M

(C5H6N+ • 2Pyridine) + Pyridine = (C5H6N+ • 3Pyridine)

By formula: (C5H6N+ • 2C5H5N) + C5H5N = (C5H6N+ • 3C5H5N)

Quantity Value Units Method Reference Comment
Δr56.9kJ/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr159.J/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M

Chlorine anion + Pyridine = (Chlorine anion • Pyridine)

By formula: Cl- + C5H5N = (Cl- • C5H5N)

Quantity Value Units Method Reference Comment
Δr53.1 ± 8.4kJ/molTDAsHiraoka, Mizuse, et al., 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr82.4J/mol*KPHPMSHiraoka, Mizuse, et al., 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr28. ± 11.kJ/molTDAsHiraoka, Mizuse, et al., 1988gas phase; B

(Chlorine anion • Pyridine) + Pyridine = (Chlorine anion • 2Pyridine)

By formula: (Cl- • C5H5N) + C5H5N = (Cl- • 2C5H5N)

Quantity Value Units Method Reference Comment
Δr49.0kJ/molPHPMSHiraoka, Mizuse, et al., 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr94.6J/mol*KPHPMSHiraoka, Mizuse, et al., 1988gas phase; M

Cobalt ion (1+) + Pyridine = (Cobalt ion (1+) • Pyridine)

By formula: Co+ + C5H5N = (Co+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr247. ± 13.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Chromium ion (1+) + Pyridine = (Chromium ion (1+) • Pyridine)

By formula: Cr+ + C5H5N = (Cr+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr197. ± 12.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Copper ion (1+) + Pyridine = (Copper ion (1+) • Pyridine)

By formula: Cu+ + C5H5N = (Cu+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr246. ± 10.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Iron ion (1+) + Pyridine = (Iron ion (1+) • Pyridine)

By formula: Fe+ + C5H5N = (Fe+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr223. ± 9.2kJ/molCIDTRodgers, Stanley, et al., 2000RCD

H2O3- + Pyridine + Water = C5H7NO3-

By formula: H2O3- + C5H5N + H2O = C5H7NO3-

Quantity Value Units Method Reference Comment
Δr137. ± 9.6kJ/molN/ALe Barbu, Schiedt, et al., 2002gas phase; Affinity is difference in EAs of lesser solvated species; B

Potassium ion (1+) + Pyridine = (Potassium ion (1+) • Pyridine)

By formula: K+ + C5H5N = (K+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr90. ± 4.kJ/molCIDTAmunugama and Rodgers, 2000RCD
Δr86.6kJ/molHPMSDavidson and Kebarle, 1976gas phase; M
Quantity Value Units Method Reference Comment
Δr77.8J/mol*KHPMSDavidson and Kebarle, 1976gas phase; M

Lithium ion (1+) + Pyridine = (Lithium ion (1+) • Pyridine)

By formula: Li+ + C5H5N = (Li+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr181. ± 15.kJ/molCIDTAmunugama and Rodgers, 2000RCD
Δr180.kJ/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 extrapolated; M

Magnesium ion (1+) + Pyridine = (Magnesium ion (1+) • Pyridine)

By formula: Mg+ + C5H5N = (Mg+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr200. ± 6.7kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Manganese ion (1+) + Pyridine = (Manganese ion (1+) • Pyridine)

By formula: Mn+ + C5H5N = (Mn+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr182. ± 8.8kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Nitric oxide anion + Pyridine = C5H5N2O-

By formula: NO- + C5H5N = C5H5N2O-

Quantity Value Units Method Reference Comment
Δr56.9 ± 9.6kJ/molN/ALe Barbu, Schiedt, et al., 2002gas phase; Affinity is difference in EAs of lesser solvated species; B

Sodium ion (1+) + Pyridine = (Sodium ion (1+) • Pyridine)

By formula: Na+ + C5H5N = (Na+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr127. ± 3.kJ/molCIDTAmunugama and Rodgers, 2000RCD

Nickel ion (1+) + Pyridine = (Nickel ion (1+) • Pyridine)

By formula: Ni+ + C5H5N = (Ni+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr255. ± 15.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Oxygen anion + Pyridine = C5H5NO2-

By formula: O2- + C5H5N = C5H5NO2-

Quantity Value Units Method Reference Comment
Δr90.8 ± 9.6kJ/molN/ALe Barbu, Schiedt, et al., 2002gas phase; Affinity is difference in EAs of lesser solvated species; B

Scandium ion (1+) + Pyridine = (Scandium ion (1+) • Pyridine)

By formula: Sc+ + C5H5N = (Sc+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr231. ± 10.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Titanium ion (1+) + Pyridine = (Titanium ion (1+) • Pyridine)

By formula: Ti+ + C5H5N = (Ti+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr217. ± 9.6kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Vanadium ion (1+) + Pyridine = (Vanadium ion (1+) • Pyridine)

By formula: V+ + C5H5N = (V+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr218. ± 13.kJ/molCIDTRodgers, Stanley, et al., 2000RCD

Zinc ion (1+) + Pyridine = (Zinc ion (1+) • Pyridine)

By formula: Zn+ + C5H5N = (Zn+ • C5H5N)

Quantity Value Units Method Reference Comment
Δr247. ± 7.1kJ/molCIDTRodgers, Stanley, et al., 2000RCD

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Hubbard, Frow, et al., 1961
Hubbard, W.N.; Frow, F.R.; Waddington, G., The heats of combustion and formation of pyridine and hippuric acid, J. Phys. Chem., 1961, 65, 1326-1328. [all data]

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Strepikheev, Yu.A.; Baranov, Yu.I.; Burmistrova, O.A., Determination of the heats of combustion and the heat capacities of several mono- and di-isocyanates, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1962, 5, 387-390. [all data]

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Davidson, W.R.; Kebarle, P., Binding Energies and Stabilities of Potassium Ion Complexes from Studies of Gas Phase Ion Equilibria K+ + M = K+.M, J. Am. Chem. Soc., 1976, 98, 20, 6133, https://doi.org/10.1021/ja00436a011 . [all data]

Le Barbu, Schiedt, et al., 2002
Le Barbu, K.; Schiedt, J.; Weinkauf, R.; Schlag, E.W.; Nilles, J.M.; Xu, S.J.; Thomas, O.C.; Bowen, K.H., Microsolvation of small anions by aromatic molecules: An exploratory study, J. Chem. Phys., 2002, 116, 22, 9663-9671, https://doi.org/10.1063/1.1475750 . [all data]

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Notes

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