Pyrrole

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.


Ion clustering 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:
RCD - Robert C. Dunbar
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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

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

By formula: Al+ + C4H5N = (Al+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr184.kJ/molRAKGapeev and Yang, 2000RCD

CH6N+ + Pyrrole = (CH6N+ • Pyrrole)

By formula: CH6N+ + C4H5N = (CH6N+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr77.8kJ/molPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M
Quantity Value Units Method Reference Comment
Δr87.9J/mol*KPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M

CN- + Pyrrole = (CN- • Pyrrole)

By formula: CN- + C4H5N = (CN- • C4H5N)

Quantity Value Units Method Reference Comment
Δr97.9 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Δr82. ± 15.kJ/molIMRELarson and McMahon, 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Δr113.J/mol*KPHPMSMeot-ner, 1988gas phase; M
Δr99.6J/mol*KN/ALarson and McMahon, 1987gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Quantity Value Units Method Reference Comment
Δr64.0 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B
Δr51.5 ± 9.6kJ/molIMRELarson and McMahon, 1987gas phase; B,M

MeCO2 anion + Pyrrole = (MeCO2 anion • Pyrrole)

By formula: C2H3O2- + C4H5N = (C2H3O2- • C4H5N)

Quantity Value Units Method Reference Comment
Δr100. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr105.J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr69.0 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

(MeCO2 anion • Pyrrole) + Pyrrole = (MeCO2 anion • 2Pyrrole)

By formula: (C2H3O2- • C4H5N) + C4H5N = (C2H3O2- • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr74.9kJ/molPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr101.J/mol*KPHPMSMeot-ner, 1988gas phase; M

pyrrolide anion + Pyrrole = (pyrrolide anion • Pyrrole)

By formula: C4H4N- + C4H5N = (C4H4N- • C4H5N)

Quantity Value Units Method Reference Comment
Δr111. ± 4.2kJ/molTDAsMeot-ner, 1988, 2gas phase; B,M
Quantity Value Units Method Reference Comment
Δr147.J/mol*KPHPMSMeot-ner, 1988, 2gas phase; M
Quantity Value Units Method Reference Comment
Δr68.2 ± 4.2kJ/molTDAsMeot-ner, 1988, 2gas phase; B

(pyrrolide anion • Pyrrole) + Pyrrole = (pyrrolide anion • 2Pyrrole)

By formula: (C4H4N- • C4H5N) + C4H5N = (C4H4N- • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr71.5kJ/molPHPMSMeot-ner, 1988, 2gas phase; M
Quantity Value Units Method Reference Comment
Δr131.J/mol*KPHPMSMeot-ner, 1988, 2gas phase; M

C4H5N+ + Pyrrole = (C4H5N+ • Pyrrole)

By formula: C4H5N+ + C4H5N = (C4H5N+ • C4H5N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr69.0kJ/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr84.9J/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

(C4H5N+ • Pyrrole) + Pyrrole = (C4H5N+ • 2Pyrrole)

By formula: (C4H5N+ • C4H5N) + C4H5N = (C4H5N+ • 2C4H5N)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr57.7kJ/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr122.J/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

C4H6N+ + Pyrrole = (C4H6N+ • Pyrrole)

By formula: C4H6N+ + C4H5N = (C4H6N+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr70.3kJ/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr103.J/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

(C4H6N+ • Pyrrole) + Pyrrole = (C4H6N+ • 2Pyrrole)

By formula: (C4H6N+ • C4H5N) + C4H5N = (C4H6N+ • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr51.5kJ/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Δr127.J/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

Chlorine anion + Pyrrole = (Chlorine anion • Pyrrole)

By formula: Cl- + C4H5N = (Cl- • C4H5N)

Quantity Value Units Method Reference Comment
Δr78.7 ± 8.4kJ/molIMRELarson and McMahon, 1984gas phase; B
Quantity Value Units Method Reference Comment
Δr49.4 ± 8.4kJ/molIMRELarson and McMahon, 1984gas phase; B
Δr58.58kJ/molTDEqFrench, Ikuta, et al., 1982gas phase; B

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
48.5421.PHPMSFrench, Ikuta, et al., 1982gas phase; M

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

By formula: Co+ + C4H5N = (Co+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr>280.kJ/molRAKGapeev and Yang, 2000RCD

(Cobalt ion (1+) • Pyrrole) + Pyrrole = (Cobalt ion (1+) • 2Pyrrole)

By formula: (Co+ • C4H5N) + C4H5N = (Co+ • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr194.kJ/molRAKGapeev and Yang, 2000RCD

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

By formula: Cr+ + C4H5N = (Cr+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr178.kJ/molRAKGapeev and Yang, 2000RCD

(Chromium ion (1+) • Pyrrole) + Pyrrole = (Chromium ion (1+) • 2Pyrrole)

By formula: (Cr+ • C4H5N) + C4H5N = (Cr+ • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr146.kJ/molRAKGapeev and Yang, 2000RCD

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

By formula: Cu+ + C4H5N = (Cu+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr247.kJ/molRAKGapeev and Yang, 2000RCD

(Copper ion (1+) • Pyrrole) + Pyrrole = (Copper ion (1+) • 2Pyrrole)

By formula: (Cu+ • C4H5N) + C4H5N = (Cu+ • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr184.kJ/molRAKGapeev and Yang, 2000RCD

Fluorine anion + Pyrrole = (Fluorine anion • Pyrrole)

By formula: F- + C4H5N = (F- • C4H5N)

Quantity Value Units Method Reference Comment
Δr143. ± 8.4kJ/molIMRELarson and McMahon, 1983gas phase; B,M
Quantity Value Units Method Reference Comment
Δr107.J/mol*KN/ALarson and McMahon, 1983gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity Value Units Method Reference Comment
Δr111. ± 8.4kJ/molIMRELarson and McMahon, 1983gas phase; B,M

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

By formula: Fe+ + C4H5N = (Fe+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr226.kJ/molRAKGapeev and Yang, 2000RCD

(Iron ion (1+) • Pyrrole) + Pyrrole = (Iron ion (1+) • 2Pyrrole)

By formula: (Fe+ • C4H5N) + C4H5N = (Fe+ • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr174.kJ/molRAKGapeev and Yang, 2000RCD

HS- + Pyrrole = (HS- • Pyrrole)

By formula: HS- + C4H5N = (HS- • C4H5N)

Quantity Value Units Method Reference Comment
Δr96.2 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr102.J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr65.7 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

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

By formula: K+ + C4H5N = (K+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr83.7 ± 4.2kJ/molCIDTHuang and Rodgers, 2002RCD

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

By formula: Li+ + C4H5N = (Li+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr177. ± 17.kJ/molCIDTHuang and Rodgers, 2002RCD

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

By formula: Mg+ + C4H5N = (Mg+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr184.kJ/molRAKGapeev and Yang, 2000RCD

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

By formula: Mn+ + C4H5N = (Mn+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr177.kJ/molRAKGapeev and Yang, 2000RCD

(Manganese ion (1+) • Pyrrole) + Pyrrole = (Manganese ion (1+) • 2Pyrrole)

By formula: (Mn+ • C4H5N) + C4H5N = (Mn+ • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr113.kJ/molRAKGapeev and Yang, 2000RCD

Molybdenum ion (1+) + Pyrrole = (Molybdenum ion (1+) • Pyrrole)

By formula: Mo+ + C4H5N = (Mo+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr>290.kJ/molRAKGapeev and Yang, 2000RCD

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

By formula: Na+ + C4H5N = (Na+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr102. ± 4.6kJ/molCIDTHuang and Rodgers, 2002RCD

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

By formula: Ni+ + C4H5N = (Ni+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr>280.kJ/molRAKGapeev and Yang, 2000RCD

(Nickel ion (1+) • Pyrrole) + Pyrrole = (Nickel ion (1+) • 2Pyrrole)

By formula: (Ni+ • C4H5N) + C4H5N = (Ni+ • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr197.kJ/molRAKGapeev and Yang, 2000RCD

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

By formula: V+ + C4H5N = (V+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr>170.kJ/molRAKGapeev and Yang, 2000RCD

Tungsten ion (1+) + Pyrrole = (Tungsten ion (1+) • Pyrrole)

By formula: W+ + C4H5N = (W+ • C4H5N)

Quantity Value Units Method Reference Comment
Δr>210.kJ/molRAKGapeev and Yang, 2000RCD

References

Go To: Top, Ion clustering data, Notes

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

Gapeev and Yang, 2000
Gapeev, A.; Yang, C.-N., Binding Energies of Gas-Phase Ions with Pyrrole. Experimental and Quantum Chemical Results, J. Phys. Chem. A, 2000, 104, 14, 3246, https://doi.org/10.1021/jp992627d . [all data]

Deakyne and Meot-Ner (Mautner), 1985
Deakyne, C.A.; Meot-Ner (Mautner), M., Unconventional Ionic Hydrogen Bonds. 2. NH+ pi. Complexes of Onium Ions with Olefins and Benzene Derivatives, J. Am. Chem. Soc., 1985, 107, 2, 474, https://doi.org/10.1021/ja00288a034 . [all data]

Meot-ner, 1988
Meot-ner, M., Ionic Hydrogen Bond and Ion Solvation. 6. Interaction Energies of the Acetate Ion with Organic Molecules. Comparison of CH3COO- with Cl-, CN-, and SH-, J. Am. Chem. Soc., 1988, 110, 12, 3854, https://doi.org/10.1021/ja00220a022 . [all data]

Larson and McMahon, 1987
Larson, J.W.; McMahon, T.B., Hydrogen bonding in gas phase anions. The energetics of interaction between cyanide ion and bronsted acids, J. Am. Chem. Soc., 1987, 109, 6230. [all data]

Payzant, Yamdagni, et al., 1971
Payzant, J.D.; Yamdagni, R.; Kebarle, P., Hydration of CN-, NO2-, NO3-, and HO- in the gas phase, Can. J. Chem., 1971, 49, 3308. [all data]

Meot-ner, 1988, 2
Meot-ner, M., The Ionic Hydrogen Bond and Solvation. 7. Interaction Energies of Carbanions with Solvent Molecules, J. Am. Chem. Soc., 1988, 110, 12, 3858, https://doi.org/10.1021/ja00220a022 . [all data]

Hiraoka, Takimoto, et al., 1987
Hiraoka, K.; Takimoto, H.; Yamabe, S., Stabilities and Structures in Cluster Ions of Five-Membered Heterocyclic Compounds Containing O, N and S Atoms, J. Am. Chem. Soc., 1987, 109, 24, 7346, https://doi.org/10.1021/ja00258a018 . [all data]

Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B., Hydrogen bonding in gas phase anions. An experimental investigation of the interaction between chloride ion and bronsted acids from ICR chloride exchange equilibria, J. Am. Chem. Soc., 1984, 106, 517. [all data]

French, Ikuta, et al., 1982
French, M.A.; Ikuta, S.; Kebarle, P., Hydrogen bonding of O-H and C-H hydrogen donors to Cl-. Results from mass spectrometric measurement of the ion-molecule equilibria RH + Cl- = RHCl-, Can. J. Chem., 1982, 60, 1907. [all data]

Larson and McMahon, 1983
Larson, J.W.; McMahon, T.B., Strong hydrogen bonding in gas-phase anions. An ion cyclotron resonance determination of fluoride binding energetics to bronsted acids from gas-phase fluoride exchange equilibria measurements, J. Am. Chem. Soc., 1983, 105, 2944. [all data]

Arshadi, Yamdagni, et al., 1970
Arshadi, M.; Yamdagni, R.; Kebarle, P., Hydration of Halide Negative Ions in the Gas Phase. II. Comparison of Hydration Energies for the Alkali Positive and Halide Negative Ions, J. Phys. Chem., 1970, 74, 7, 1475, https://doi.org/10.1021/j100702a014 . [all data]

Huang and Rodgers, 2002
Huang, H.; Rodgers, M.T., Sigma versus Pi interactions in alkali metal ion binding to azoles: Threshold collision-induced dissociation and ab initio theory studies, J. Phys. Chem. A, 2002, 106, 16, 4277, https://doi.org/10.1021/jp013630b . [all data]


Notes

Go To: Top, Ion clustering data, References