ClCH2 anion


Reaction thermochemistry 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 by: John E. Bartmess

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Individual Reactions

CH2Cl- + Hydrogen cation = Chloromethane

By formula: CH2Cl- + H+ = CH3Cl

Quantity Value Units Method Reference Comment
Δr1672. ± 10.kJ/molEndoHierl, Henchman, et al., 1992gas phase; HO- + ClCH3: 8.8±2.3 kcal/mol endo
Δr1657. ± 13.kJ/molG+TSIngemann and Nibbering, 1985gas phase
Δr1659. ± 19.kJ/molEIAERogers, Simpson, et al., 2010gas phase
Δr1674. ± 8.4kJ/molIMRBPoutsma, Nash, et al., 1997gas phase
Δr1670. ± 17.kJ/molG+TSHenchman, Hierl, et al., 1985gas phase; HO- + MeCl: 0.38±0.1 eV endo
Quantity Value Units Method Reference Comment
Δr1628. ± 13.kJ/molIMREIngemann and Nibbering, 1985gas phase
Δr1641. ± 17.kJ/molIMRBHenchman, Hierl, et al., 1985gas phase; HO- + MeCl: 0.38±0.1 eV endo

Gas phase ion energetics 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 by: John E. Bartmess

Protonation reactions

CH2Cl- + Hydrogen cation = Chloromethane

By formula: CH2Cl- + H+ = CH3Cl

Quantity Value Units Method Reference Comment
Δr1672. ± 10.kJ/molEndoHierl, Henchman, et al., 1992gas phase; HO- + ClCH3: 8.8±2.3 kcal/mol endo
Δr1657. ± 13.kJ/molG+TSIngemann and Nibbering, 1985gas phase
Δr1659. ± 19.kJ/molEIAERogers, Simpson, et al., 2010gas phase
Δr1674. ± 8.4kJ/molIMRBPoutsma, Nash, et al., 1997gas phase
Δr1670. ± 17.kJ/molG+TSHenchman, Hierl, et al., 1985gas phase; HO- + MeCl: 0.38±0.1 eV endo
Quantity Value Units Method Reference Comment
Δr1628. ± 13.kJ/molIMREIngemann and Nibbering, 1985gas phase
Δr1641. ± 17.kJ/molIMRBHenchman, Hierl, et al., 1985gas phase; HO- + MeCl: 0.38±0.1 eV endo

References

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

Hierl, Henchman, et al., 1992
Hierl, P.M.; Henchman, M.J.; Paulson, J.F., Threshold Energies for the Reactions HO- + MeX - MeOH + X- measured by Tandem Mass Spectrometry: Acidities of MeCl and MeBr, Int. J. Mass Spectrom. Ion Proc., 1992, 117, 475, https://doi.org/10.1016/0168-1176(92)80109-E . [all data]

Ingemann and Nibbering, 1985
Ingemann, S.; Nibbering, N.M.M., Gas-phase acidity of CH3X [X = P(CH3)2, SCH3, F, Cl, Br, I] compounds, J. Chem. Soc. Perkin Trans. 2, 1985, 837. [all data]

Rogers, Simpson, et al., 2010
Rogers, N.J.; Simpson, M.J.; Tuckett, R.P.; Dunn, K.F.; Latimer, C.J., Vacuum-UV negative photoion spectroscopy of CH3F, CH3Cl and CH3Br, Phys. Chem. Chem. Phys., 2010, 12, 36, 10971-10980, https://doi.org/10.1039/c0cp00234h . [all data]

Poutsma, Nash, et al., 1997
Poutsma, J.C.; Nash, J.J.; Paulino, J.A.; Squires, R.R., Absolute Heats of Formation of Phenylcarbene and Vinylcarbene, J. Am. Chem. Soc., 1997, 119, 20, 4686, https://doi.org/10.1021/ja963918s . [all data]

Henchman, Hierl, et al., 1985
Henchman, M.; Hierl, P.M.; Paulson, J.F., Nucleophilic displacement vs. proton tranfer: The system OH-.(H2O)0,1,2 + CH3Cl in the relative energy range 0.03-5 eV, J. Am. Chem. Soc., 1985, 107, 2812. [all data]


Notes

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