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Chloromethane

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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 + Chloromethane = (Bromine anion bullet Chloromethane)

By formula: Br- + CH3Cl = (Br- bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar10.9 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Quantity Value Units Method Reference Comment
Deltar4.85 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B

CH2Cl+ + Chloromethane = (CH2Cl+ bullet Chloromethane)

By formula: CH2Cl+ + CH3Cl = (CH2Cl+ bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar6.9kcal/molHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Deltar-3.7cal/mol*KHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
8.1312.HPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

(CH2Cl+ bullet Chloromethane) + Chloromethane = (CH2Cl+ bullet 2Chloromethane)

By formula: (CH2Cl+ bullet CH3Cl) + CH3Cl = (CH2Cl+ bullet 2CH3Cl)

Quantity Value Units Method Reference Comment
Deltar5.7kcal/molHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Deltar6.9cal/mol*KHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
4.4182.HPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

Methyl cation + Chloromethane = (Methyl cation bullet Chloromethane)

By formula: CH3+ + CH3Cl = (CH3+ bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar62.0kcal/molPHPMSMcMahon, Heinis, et al., 1988gas phase; switching reaction(CH3+)N2, Entropy change calculated or estimated, uses MCA(N2) = 48.3 kcal/mol; Foster, Williamson, et al., 1974; M

CH3Cl2- + 2Chloromethane = C2H6Cl3-

By formula: CH3Cl2- + 2CH3Cl = C2H6Cl3-

Quantity Value Units Method Reference Comment
Deltar11.10kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar3.94kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

(CH4Cl+ bullet Chloromethane) + Chloromethane = (CH4Cl+ bullet 2Chloromethane)

By formula: (CH4Cl+ bullet CH3Cl) + CH3Cl = (CH4Cl+ bullet 2CH3Cl)

Quantity Value Units Method Reference Comment
Deltar4.2kcal/molHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Deltar1.1cal/mol*KHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
4.0182.HPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

CH6N+ + Chloromethane = (CH6N+ bullet Chloromethane)

By formula: CH6N+ + CH3Cl = (CH6N+ bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar10.7kcal/molPHPMSMeot-Ner, 1984gas phase; M
Quantity Value Units Method Reference Comment
Deltar20.6cal/mol*KPHPMSMeot-Ner, 1984gas phase; M

CN- + Chloromethane = (CN- bullet Chloromethane)

By formula: CN- + CH3Cl = (CN- bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar10.2 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Quantity Value Units Method Reference Comment
Deltar4.90 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B

C2H5+ + Chloromethane = (C2H5+ bullet Chloromethane)

By formula: C2H5+ + CH3Cl = (C2H5+ bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar30.7kcal/molPHPMSSen Sharma and Kebarle, 1978gas phase; M
Quantity Value Units Method Reference Comment
Deltar30.7cal/mol*KPHPMSSen Sharma and Kebarle, 1978gas phase; M

C2H6Cl3- + 3Chloromethane = C3H9Cl4-

By formula: C2H6Cl3- + 3CH3Cl = C3H9Cl4-

Quantity Value Units Method Reference Comment
Deltar8.40kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar2.14kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C3H7+ + Chloromethane = (C3H7+ bullet Chloromethane)

By formula: C3H7+ + CH3Cl = (C3H7+ bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar22.9kcal/molPHPMSSen Sharma and Kebarle, 1978gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Deltar44.5cal/mol*KPHPMSSen Sharma and Kebarle, 1978gas phase; Entropy change is questionable; M

C3H9Cl4- + 4Chloromethane = C4H12Cl5-

By formula: C3H9Cl4- + 4CH3Cl = C4H12Cl5-

Quantity Value Units Method Reference Comment
Deltar7.60kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar1.34kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C4H9+ + Chloromethane = (C4H9+ bullet Chloromethane)

By formula: C4H9+ + CH3Cl = (C4H9+ bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar8.4kcal/molPHPMSSharma, Meza de Hojer, et al., 1985gas phase; M
Quantity Value Units Method Reference Comment
Deltar19.3cal/mol*KPHPMSSharma, Meza de Hojer, et al., 1985gas phase; M

C4H12Cl5- + 5Chloromethane = C5H15Cl6-

By formula: C4H12Cl5- + 5CH3Cl = C5H15Cl6-

Quantity Value Units Method Reference Comment
Deltar6.20kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar0.83kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C5H15Cl6- + 6Chloromethane = C6H18Cl7-

By formula: C5H15Cl6- + 6CH3Cl = C6H18Cl7-

Quantity Value Units Method Reference Comment
Deltar5.80kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar0.43kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C6H18Cl7- + 7Chloromethane = C7H21Cl8-

By formula: C6H18Cl7- + 7CH3Cl = C7H21Cl8-

Quantity Value Units Method Reference Comment
Deltar4.80kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar0.63kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C7H21Cl8- + 8Chloromethane = C8H24Cl9-

By formula: C7H21Cl8- + 8CH3Cl = C8H24Cl9-

Quantity Value Units Method Reference Comment
Deltar4.70kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Deltar0.53kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

Chlorine anion + Chloromethane = (Chlorine anion bullet Chloromethane)

By formula: Cl- + CH3Cl = (Cl- bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar10.4 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Deltar11.7 ± 2.0kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B
Deltar12.2 ± 2.0kcal/molIMRELarson and McMahon, 1984gas phase; B,M
Deltar8.60 ± 0.20kcal/molTDAsDougherty, Dalton, et al., 1974gas phase; B,M
Deltar15.2 ± 2.0kcal/molTDAsYamdagni and Kebarle, 1971gas phase; B
Quantity Value Units Method Reference Comment
Deltar20.5cal/mol*KN/ALarson and McMahon, 1984, 2gas phase; switching reaction(Cl-)t-C4H9OH, Entropy change calculated or estimated; French, Ikuta, et al., 1982; M
Deltar15.3cal/mol*KHPMSDougherty, Dalton, et al., 1974gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Deltar5.80 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Deltar4.84kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B
Deltar6.1 ± 2.0kcal/molIMRELarson and McMahon, 1984gas phase; B,M
Deltar4.10 ± 0.50kcal/molTDAsDougherty, Dalton, et al., 1974gas phase; B
Deltar10.8 ± 2.0kcal/molTDAsYamdagni and Kebarle, 1971gas phase; B

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

By formula: Li+ + CH3Cl = (Li+ bullet CH3Cl)

Quantity Value Units Method Reference Comment
Deltar25.kcal/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 interpolated; M

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.

Li, Ross, et al., 1996
Li, C.; Ross, P.; Szulejko, J.; McMahon, T.B., High-Pressure Mass Spectrometric Investigations of the Potential Energy Surfaces of Gas-Phase Sn2 Reactions., J. Am. Chem. Soc., 1996, 118, 39, 9360, https://doi.org/10.1021/ja960565o . [all data]

Luczynski, Malicki, et al., 1974
Luczynski, Z.; Malicki, W.; Wincel, H., Positive Ion Reactions of Methyl Cloride in the Gas Phase, Int. J. Mass Spectrom. Ion Phys., 1974, 15, 3, 321, https://doi.org/10.1016/0020-7381(74)85009-6 . [all data]

McMahon, Heinis, et al., 1988
McMahon, T.; Heinis, T.; Nicol, G.; Hovey, J.K.; Kebarle, P., Methyl Cation Affinities, J. Am. Chem. Soc., 1988, 110, 23, 7591, https://doi.org/10.1021/ja00231a002 . [all data]

Foster, Williamson, et al., 1974
Foster, M.S.; Williamson, A.D.; Beauchamp, J.L., Photoionization mass spectrometry of trans-azomethane, Int. J. Mass Spectrom. Ion Phys., 1974, 15, 429. [all data]

Hiraoka, Mizuno, et al., 2001
Hiraoka, K.; Mizuno, T.; Iino, T.; Eguchi, D.; Yamabe, S., Characteristic changes of bond energies for gas-phase cluster ions of halide ions with methane and chloromethanes, J. Phys. Chem. A, 2001, 105, 20, 4887-4893, https://doi.org/10.1021/jp010143n . [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]

Sen Sharma and Kebarle, 1978
Sen Sharma, D.K.; Kebarle, P., Binding Energies and Stabilities of Chloronium Ions from Study of the Gas - Phase Equilibria: R1+ + ClR2 = R1ClR2+, J. Am. Chem. Soc., 1978, 100, 18, 5826, https://doi.org/10.1021/ja00486a039 . [all data]

Sharma, Meza de Hojer, et al., 1985
Sharma, D.M.S.; Meza de Hojer, S.; Kebarle, P., Stabilities of halonium ions from a study of gas-phase equilibria R+ + XR' = (RXR')+, J. Am. Chem. Soc., 1985, 107, 13, 3757, https://doi.org/10.1021/ja00299a002 . [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]

Dougherty, Dalton, et al., 1974
Dougherty, R.C.; Dalton, J.; Roberts, J.D., SN2 reactions in the gas phase: Structure of the transition state, Org. Mass Spectrom., 1974, 8, 77. [all data]

Yamdagni and Kebarle, 1971
Yamdagni, R.; Kebarle, P., Hydrogen bonding energies to negative ions from gas phase measurements of ionic equilibria, J. Am. Chem. Soc., 1971, 93, 7139. [all data]

Larson and McMahon, 1984, 2
Larson, J.W.; McMahon, T.B., Gas phase negative ion chemistry of alkylchloroformates, Can. J. Chem., 1984, 62, 675. [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]

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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