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Methane, nitro-

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Ion clustering data

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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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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

Bromine anion + Methane, nitro- = CH3BrNO2-

By formula: Br- + CH3NO2 = CH3BrNO2-

Quantity Value Units Method Reference Comment
Deltar9.6 ± 2.0kcal/molIMRETanabe, Morgon, et al., 1996gas phase; Anchored to H2O..Br- of Hiraoka, Mizure, et al., 19882; B

CH2NO2- + Methane, nitro- = C2H5N2O4-

By formula: CH2NO2- + CH3NO2 = C2H5N2O4-

Quantity Value Units Method Reference Comment
Deltar15.90 ± 0.50kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar8.40kcal/molTDAsWincel, 2003gas phase; B

CH3NO2- + Methane, nitro- = (CH3NO2- bullet Methane, nitro-)

By formula: CH3NO2- + CH3NO2 = (CH3NO2- bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar15.20 ± 0.20kcal/molN/ACompton, Carman Jr., et al., 1996gas phase; Shift in electron detachment from non-solvated ion; B

(CH3NO2- bullet Methane, nitro-) + Methane, nitro- = (CH3NO2- bullet 2Methane, nitro-)

By formula: (CH3NO2- bullet CH3NO2) + CH3NO2 = (CH3NO2- bullet 2CH3NO2)

Quantity Value Units Method Reference Comment
Deltar13. ± 35.kcal/molN/ACompton, Carman Jr., et al., 1996gas phase; shift in electron detachment from less solvated ion; B
Deltar12.80 ± 0.30kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar5.90kcal/molTDAsWincel, 2003gas phase; B

CH3N2O4- + 2Methane, nitro- = C2H6N3O6-

By formula: CH3N2O4- + 2CH3NO2 = C2H6N3O6-

Quantity Value Units Method Reference Comment
Deltar12.40 ± 0.50kcal/molN/AWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar5.40kcal/molTDAsWincel, 2003gas phase; B

CH6N+ + Methane, nitro- = (CH6N+ bullet Methane, nitro-)

By formula: CH6N+ + CH3NO2 = (CH6N+ bullet CH3NO2)

Bond type: Hydrogen bonds of the type NH+-O between organics

Quantity Value Units Method Reference Comment
Deltar20.5kcal/molPHPMSMeot-Ner, 1984gas phase; M
Quantity Value Units Method Reference Comment
Deltar23.0cal/mol*KPHPMSMeot-Ner, 1984gas phase; M

C2H5N2O4- + 2Methane, nitro- = C3H8N3O6-

By formula: C2H5N2O4- + 2CH3NO2 = C3H8N3O6-

Quantity Value Units Method Reference Comment
Deltar13.30 ± 0.70kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar5.80kcal/molTDAsWincel, 2003gas phase; B

C2H6ClN2O4- + 3Methane, nitro- = C3H9ClN3O6-

By formula: C2H6ClN2O4- + 3CH3NO2 = C3H9ClN3O6-

Quantity Value Units Method Reference Comment
Deltar11.10 ± 0.50kcal/molN/AWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar3.70kcal/molTDAsWincel, 2003gas phase; B

C2H6N2O6- + 2Methane, nitro- = C3H9N3O8-

By formula: C2H6N2O6- + 2CH3NO2 = C3H9N3O8-

Quantity Value Units Method Reference Comment
Deltar10.90 ± 0.60kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar3.70kcal/molTDAsWincel, 2003gas phase; B

C2H6N3O6- + 3Methane, nitro- = C3H9N4O8-

By formula: C2H6N3O6- + 3CH3NO2 = C3H9N4O8-

Quantity Value Units Method Reference Comment
Deltar11.30 ± 0.80kcal/molN/AWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar3.30kcal/molTDAsWincel, 2003gas phase; B

C3H8N3O6- + 3Methane, nitro- = C4H11N4O8-

By formula: C3H8N3O6- + 3CH3NO2 = C4H11N4O8-

Quantity Value Units Method Reference Comment
Deltar12.60 ± 0.50kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar3.10kcal/molTDAsWincel, 2003gas phase; B

C3H9ClN3O6- + 4Methane, nitro- = C4H12ClN4O8-

By formula: C3H9ClN3O6- + 4CH3NO2 = C4H12ClN4O8-

Quantity Value Units Method Reference Comment
Deltar9.6 ± 1.0kcal/molN/AWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar2.70kcal/molTDAsWincel, 2003gas phase; B

C3H9N3O6- + 3Methane, nitro- = C4H12N4O8-

By formula: C3H9N3O6- + 3CH3NO2 = C4H12N4O8-

Quantity Value Units Method Reference Comment
Deltar10.40 ± 0.50kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar3.80kcal/molTDAsWincel, 2003gas phase; B

C3H9N3O8- + 3Methane, nitro- = C4H12N4O10-

By formula: C3H9N3O8- + 3CH3NO2 = C4H12N4O10-

Quantity Value Units Method Reference Comment
Deltar9.50 ± 0.90kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar2.30kcal/molTDAsWincel, 2003gas phase; B

C3H9N4O8- + 4Methane, nitro- = C4H12N5O10-

By formula: C3H9N4O8- + 4CH3NO2 = C4H12N5O10-

Quantity Value Units Method Reference Comment
Deltar9.70 ± 0.30kcal/molN/AWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar1.60kcal/molTDAsWincel, 2003gas phase; B

C4H11N4O8- + 4Methane, nitro- = C5H14N5O10-

By formula: C4H11N4O8- + 4CH3NO2 = C5H14N5O10-

Quantity Value Units Method Reference Comment
Deltar11.40 ± 0.20kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar1.60kcal/molTDAsWincel, 2003gas phase; B

C4H12N4O8- + 4Methane, nitro- = C5H15N5O10-

By formula: C4H12N4O8- + 4CH3NO2 = C5H15N5O10-

Quantity Value Units Method Reference Comment
Deltar8.40 ± 0.20kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar2.40kcal/molTDAsWincel, 2003gas phase; B

C4H12N4O10- + 4Methane, nitro- = C5H15N5O12-

By formula: C4H12N4O10- + 4CH3NO2 = C5H15N5O12-

Quantity Value Units Method Reference Comment
Deltar6.00kcal/molTDAsWincel, 2003gas phase; B
Quantity Value Units Method Reference Comment
Deltar0.60kcal/molTDAsWincel, 2003gas phase; B

C5H10NO2+ + Methane, nitro- = (C5H10NO2+ bullet Methane, nitro-)

By formula: C5H10NO2+ + CH3NO2 = (C5H10NO2+ bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar17.5kcal/molHPMSMeot-Ner and Field, 1974gas phase; M
Quantity Value Units Method Reference Comment
Deltar21.6cal/mol*KHPMSMeot-Ner and Field, 1974gas phase; M

C5H12NO2+ + Methane, nitro- = (C5H12NO2+ bullet Methane, nitro-)

By formula: C5H12NO2+ + CH3NO2 = (C5H12NO2+ bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar19.8kcal/molHPMSMeot-Ner and Field, 1974gas phase; M
Quantity Value Units Method Reference Comment
Deltar27.8cal/mol*KHPMSMeot-Ner and Field, 1974gas phase; M

C6H7N+ + Methane, nitro- = (C6H7N+ bullet Methane, nitro-)

By formula: C6H7N+ + CH3NO2 = (C6H7N+ bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar14.4kcal/molPHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Deltar18.cal/mol*KN/AMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
8.2343.PHPMSMeot-Ner (Mautner) and El-Shall, 1986gas phase; Entropy change calculated or estimated; M

C11H10+ + Methane, nitro- = (C11H10+ bullet Methane, nitro-)

By formula: C11H10+ + CH3NO2 = (C11H10+ bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar11.2kcal/molPHPMSEl-Shall and Meot-Ner (Mautner), 1987gas phase; M
Quantity Value Units Method Reference Comment
Deltar22.3cal/mol*KPHPMSEl-Shall and Meot-Ner (Mautner), 1987gas phase; M

Chlorine anion + Methane, nitro- = (Chlorine anion bullet Methane, nitro-)

By formula: Cl- + CH3NO2 = (Cl- bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar15.60 ± 0.60kcal/molTDAsWincel, 2003gas phase; B
Deltar16.70 ± 0.10kcal/molTDAsSieck, 1985gas phase; B,M
Deltar16.3 ± 3.0kcal/molIMRBRiveros, Breda, et al., 1973gas phase; Anchored: Larson and McMahon, 1984; B
Quantity Value Units Method Reference Comment
Deltar17.1cal/mol*KPHPMSSieck, 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar9.20kcal/molTDAsWincel, 2003gas phase; B
Deltar11.60 ± 0.10kcal/molTDAsSieck, 1985gas phase; B

(Chlorine anion bullet Methane, nitro-) + Methane, nitro- = (Chlorine anion bullet 2Methane, nitro-)

By formula: (Cl- bullet CH3NO2) + CH3NO2 = (Cl- bullet 2CH3NO2)

Quantity Value Units Method Reference Comment
Deltar13.00 ± 0.50kcal/molTDAsWincel, 2003gas phase; B
Deltar13.10 ± 0.10kcal/molTDAsSieck, 1985gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar18.3cal/mol*KPHPMSSieck, 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar5.70kcal/molTDAsWincel, 2003gas phase; B
Deltar7.60 ± 0.30kcal/molTDAsSieck, 1985gas phase; B

Iodide + Methane, nitro- = (Iodide bullet Methane, nitro-)

By formula: I- + CH3NO2 = (I- bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar12.2 ± 1.0kcal/molTDAsCaldwell, Masucci, et al., 1989gas phase; B,M

Lithium ion (1+) + Methane, nitro- = (Lithium ion (1+) bullet Methane, nitro-)

By formula: Li+ + CH3NO2 = (Li+ bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar39.5kcal/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970; M

Nitrogen oxide anion + Methane, nitro- = (Nitrogen oxide anion bullet Methane, nitro-)

By formula: NO2- + CH3NO2 = (NO2- bullet CH3NO2)

Quantity Value Units Method Reference Comment
Deltar14.50 ± 0.50kcal/molTDAsWincel, 2003gas phase; B
Deltar14.30 ± 0.10kcal/molTDAsSieck, 1985gas phase; B,M
Quantity Value Units Method Reference Comment
Deltar15.5cal/mol*KPHPMSSieck, 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar7.80kcal/molTDAsWincel, 2003gas phase; B
Deltar9.70 ± 0.20kcal/molTDAsSieck, 1985gas phase; B

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.

Tanabe, Morgon, et al., 1996
Tanabe, F.K.J.; Morgon, N.H.; Riveros, J.M., Relative Bromide and Iodide Affinity of Simple Solvent Molecules Determined by FT-ICR, J. Phys. Chem., 1996, 100, 8, 2862-2866, https://doi.org/10.1021/jp952290p . [all data]

Hiraoka, Mizure, et al., 1988
Hiraoka, K.; Mizure, S.; Yamabe, S.; Nakatsuji, Y., Gas Phase Clustering Reactions of CN- and CH2CN- with MeCN, Chem. Phys. Lett., 1988, 148, 6, 497, https://doi.org/10.1016/0009-2614(88)80320-8 . [all data]

Wincel, 2003
Wincel, H., Gas-phase Solvation of Cl-, NO2-, CH2NO2-, CH3NO2-, and CH3NO4- by CH3NO2, Int. J. Mass Spectrom., 2003, 226, 3, 341-353, https://doi.org/10.1016/S1387-3806(03)00066-6 . [all data]

Compton, Carman Jr., et al., 1996
Compton, R.N.; Carman Jr.; Desfrancois, C.; Abdoul-Carmine, H.; Schermann, J.P.; Hendricks, J.H., On the binding of Electrons to Nitromethane: Dipole and Valence Bound Anions, J. Chem. Phys., 1996, 105, 9, 3472, https://doi.org/10.1063/1.472993 . [all data]

Meot-Ner, 1984
Meot-Ner, (Mautner)M., The Ionic Hydrogen Bond and Ion Solvation. 1. -NH+ O-, -NH+ N- and -OH+ O- Bonds. Correlations with Proton Affinity. Deviations Due to Structural Effects, J. Am. Chem. Soc., 1984, 106, 5, 1257, https://doi.org/10.1021/ja00317a015 . [all data]

Meot-Ner and Field, 1974
Meot-Ner, (Mautner); Field, F.H., Solvation and Association of Protonated Gaseous Amino Acids, J. Am. Chem. Soc., 1974, 96, 10, 3168, https://doi.org/10.1021/ja00817a024 . [all data]

Meot-Ner (Mautner) and El-Shall, 1986
Meot-Ner (Mautner), M.; El-Shall, M.S., Ionic Charge Transfer Complexes. 1. Cationic Complexes with Delocalized and Partially Localized pi Systems, J. Am. Chem. Soc., 1986, 108, 15, 4386, https://doi.org/10.1021/ja00275a026 . [all data]

El-Shall and Meot-Ner (Mautner), 1987
El-Shall, M.S.; Meot-Ner (Mautner), M., Ionic Charge Transfer Complexes. 3. Delocalised pi Systems as Electron Acceptors and Donors, J. Phys. Chem., 1987, 91, 5, 1088, https://doi.org/10.1021/j100289a017 . [all data]

Sieck, 1985
Sieck, L.W., Thermochemistry of Solvation of NO2- and C6H5NO2- by Polar Molecules in the Vapor Phase. Comparison with Cl- and Variation with Ligand Structure., J. Phys. Chem., 1985, 89, 25, 5552, https://doi.org/10.1021/j100271a049 . [all data]

Riveros, Breda, et al., 1973
Riveros, J.M.; Breda, A.C.; Blair, L.K., Formation and relative stability of chloride ion clusters in the gas phase by ICR spectroscopy, J. Am. Chem. Soc., 1973, 95, 4066. [all data]

Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B., Fluoride and chloride affinities of main group oxides, fluorides, oxofluorides, and alkyls. Quantitative scales of lewis acidities from ion cyclotron resonance halide-exchange equilibria, J. Phys. Chem., 1984, 88, 1083. [all data]

Caldwell, Masucci, et al., 1989
Caldwell, G.W.; Masucci, J.A.; Ikonomou, M.G., Negative Ion Chemical Ionization Mass Spectrometry - Binding of Molecules to Bromide and Iodide Anions, Org. Mass Spectrom., 1989, 24, 1, 8, https://doi.org/10.1002/oms.1210240103 . [all data]

Staley and Beauchamp, 1975
Staley, R.H.; Beauchamp, J.L., Intrinsic Acid - Base Properties of Molecules. Binding Energies of Li+ to pi - and n - Donor Bases, J. Am. Chem. Soc., 1975, 97, 20, 5920, https://doi.org/10.1021/ja00853a050 . [all data]

Dzidic and Kebarle, 1970
Dzidic, I.; Kebarle, P., Hydration of the Alkali Ions in the Gas Phase. Enthalpies and Entropies of Reactions M+(H2O)n-1 + H2O = M+(H2O)n, J. Phys. Chem., 1970, 74, 7, 1466, https://doi.org/10.1021/j100702a013 . [all data]


Notes

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