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Pyrrole

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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+) bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar44.0kcal/molRAKGapeev and Yang, 2000RCD

CH6N+ + Pyrrole = (CH6N+ bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar18.6kcal/molPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar21.0cal/mol*KPHPMSDeakyne and Meot-Ner (Mautner), 1985gas phase; M

CN- + Pyrrole = (CN- bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar23.4 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B,M
Deltar19.5 ± 3.5kcal/molIMRELarson and McMahon, 1987gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar27.1cal/mol*KPHPMSMeot-ner, 1988gas phase; M
Deltar23.8cal/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
Deltar15.3 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B
Deltar12.3 ± 2.3kcal/molIMRELarson and McMahon, 1987gas phase; B,M

MeCO2 anion + Pyrrole = (MeCO2 anion bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar24.0 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar25.1cal/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar16.5 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B

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

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

Quantity Value Units Method Reference Comment
Deltar17.9kcal/molPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar24.2cal/mol*KPHPMSMeot-ner, 1988gas phase; M

pyrrolide anion + Pyrrole = (pyrrolide anion bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar26.5 ± 1.0kcal/molTDAsMeot-ner, 1988, 2gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar35.2cal/mol*KPHPMSMeot-ner, 1988, 2gas phase; M
Quantity Value Units Method Reference Comment
Deltar16.3 ± 1.0kcal/molTDAsMeot-ner, 1988, 2gas phase; B

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

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

Quantity Value Units Method Reference Comment
Deltar17.1kcal/molPHPMSMeot-ner, 1988, 2gas phase; M
Quantity Value Units Method Reference Comment
Deltar31.2cal/mol*KPHPMSMeot-ner, 1988, 2gas phase; M

C4H5N+ + Pyrrole = (C4H5N+ bullet Pyrrole)

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

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar16.5kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Deltar20.3cal/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

(C4H5N+ bullet Pyrrole) + Pyrrole = (C4H5N+ bullet 2Pyrrole)

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

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar13.8kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Deltar29.2cal/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

C4H6N+ + Pyrrole = (C4H6N+ bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar16.8kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Deltar24.7cal/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

(C4H6N+ bullet Pyrrole) + Pyrrole = (C4H6N+ bullet 2Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar12.3kcal/molPHPMSHiraoka, Takimoto, et al., 1987gas phase; M
Quantity Value Units Method Reference Comment
Deltar30.4cal/mol*KPHPMSHiraoka, Takimoto, et al., 1987gas phase; M

Chlorine anion + Pyrrole = (Chlorine anion bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar18.8 ± 2.0kcal/molIMRELarson and McMahon, 1984gas phase; B
Quantity Value Units Method Reference Comment
Deltar11.8 ± 2.0kcal/molIMRELarson and McMahon, 1984gas phase; B
Deltar14.00kcal/molTDEqFrench, Ikuta, et al., 1982gas phase; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
11.6421.PHPMSFrench, Ikuta, et al., 1982gas phase; M

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

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

Quantity Value Units Method Reference Comment
Deltar>66.kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar46.4kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar42.5kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar34.9kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar59.0kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar44.0kcal/molRAKGapeev and Yang, 2000RCD

Fluorine anion + Pyrrole = (Fluorine anion bullet Pyrrole)

By formula: F- + C4H5N = (F- bullet C4H5N)

Quantity Value Units Method Reference Comment
Deltar34.2 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar25.5cal/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
Deltar26.6 ± 2.0kcal/molIMRELarson and McMahon, 1983gas phase; B,M

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

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

Quantity Value Units Method Reference Comment
Deltar54.0kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar41.6kcal/molRAKGapeev and Yang, 2000RCD

HS- + Pyrrole = (HS- bullet Pyrrole)

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

Quantity Value Units Method Reference Comment
Deltar23.0 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar24.4cal/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Deltar15.7 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B

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

By formula: K+ + C4H5N = (K+ bullet C4H5N)

Quantity Value Units Method Reference Comment
Deltar20.0 ± 1.0kcal/molCIDTHuang and Rodgers, 2002RCD

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

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

Quantity Value Units Method Reference Comment
Deltar42.3 ± 4.0kcal/molCIDTHuang and Rodgers, 2002RCD

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

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

Quantity Value Units Method Reference Comment
Deltar44.0kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar42.3kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar27.0kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar>69.kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar24.3 ± 1.1kcal/molCIDTHuang and Rodgers, 2002RCD

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

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

Quantity Value Units Method Reference Comment
Deltar>68.kcal/molRAKGapeev and Yang, 2000RCD

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

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

Quantity Value Units Method Reference Comment
Deltar47.0kcal/molRAKGapeev and Yang, 2000RCD

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

By formula: V+ + C4H5N = (V+ bullet C4H5N)

Quantity Value Units Method Reference Comment
Deltar>41.kcal/molRAKGapeev and Yang, 2000RCD

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

By formula: W+ + C4H5N = (W+ bullet C4H5N)

Quantity Value Units Method Reference Comment
Deltar>50.kcal/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