HCðC 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 as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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Individual Reactions

C2H- + Hydrogen cation = Acetylene

By formula: C2H- + H+ = C2H2

Quantity Value Units Method Reference Comment
Δr379. ± 5.kcal/molAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Δr370. ± 5.kcal/molAVGN/AAverage of 7 values; Individual data points

(C2H- • 4294967295Dicarbon) + Dicarbon = C2H-

By formula: (C2H- • 4294967295C2) + C2 = C2H-

Quantity Value Units Method Reference Comment
Δr162.0 ± 3.8kcal/molN/AZhou, Garand, et al., 2007gas phase; B
Δr127.8 ± 3.9kcal/molTherRuscic and Berkowitz, 1990gas phase; 376.7 0K; corrected with data from Gurvich, Veyts, et al.; B
Δr168.0 ± 2.7kcal/molTherBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B

C2H- + Methyl Alcohol = C3H5O-

By formula: C2H- + CH4O = C3H5O-

Quantity Value Units Method Reference Comment
Δr21.6 ± 2.0kcal/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B
Quantity Value Units Method Reference Comment
Δr10.90kcal/molIMREMustanir, Matsuoka, et al., 2006gas phase; B
Δr11.6 ± 2.0kcal/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH ΔGacid=375.2; B

C2H- + Methanol-D4 = C3H2D5-

By formula: C2H- + CD4O = C3H2D5-

Quantity Value Units Method Reference Comment
Δr21.4 ± 1.0kcal/molIMREChabinyc and Brauman, 2000gas phase; Original dG=11.3 at 350K; dS based on symmetry alone; B
Quantity Value Units Method Reference Comment
Δr12.8 ± 1.0kcal/molIMREChabinyc and Brauman, 2000gas phase; Original dG=11.3 at 350K; dS based on symmetry alone; B

C2H- + Fluoroform = C3H2F3-

By formula: C2H- + CHF3 = C3H2F3-

Quantity Value Units Method Reference Comment
Δr19.3 ± 1.0kcal/molIMREChabinyc and Brauman, 2000gas phase; Original dG=9.2 at 350K; dS based on symmetry alone; B
Quantity Value Units Method Reference Comment
Δr10.7 ± 1.0kcal/molIMREChabinyc and Brauman, 2000gas phase; Original dG=9.2 at 350K; dS based on symmetry alone; B

C2H- + Water = (C2H- • Water)

By formula: C2H- + H2O = (C2H- • H2O)

Quantity Value Units Method Reference Comment
Δr16.2 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr18.6cal/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr10.6 ± 1.0kcal/molTDAsMeot-ner, 1988gas phase; B

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

C2H- + Hydrogen cation = Acetylene

By formula: C2H- + H+ = C2H2

Quantity Value Units Method Reference Comment
Δr379. ± 5.kcal/molAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Δr370. ± 5.kcal/molAVGN/AAverage of 7 values; Individual data points

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Notes

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

Zhou, Garand, et al., 2007
Zhou, J.; Garand, E.; Neumark, D.M., Vibronic structure in C2H and C2D from anion slow electron velocity-map imaging spectroscopy, J. Chem. Phys., 2007, 127, 11, 114313, https://doi.org/10.1063/1.2768932 . [all data]

Ruscic and Berkowitz, 1990
Ruscic, B.; Berkowitz, J., Photoion-pair Formation and Photoelectron-induced Dissociative Attachment in C2H2: D0(HCC-H), J. Chem. Phys., 1990, 93, 8, 5586, https://doi.org/10.1063/1.459629 . [all data]

Gurvich, Veyts, et al.
Gurvich, L.V.; Veyts, I.V.; Alcock, C.B., Hemisphere Publishing, NY, 1989, V. 1 2, Thermodynamic Properties of Individual Substances, 4th Ed. [all data]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Chabinyc and Brauman, 1999
Chabinyc, M.L.; Brauman, J.I., Hydrogen bond strength and acidity. Structural and energetic correlations for acetylides and alcohols, J. Phys. Chem. A, 1999, 103, 46, 9163-9166, https://doi.org/10.1021/jp992852v . [all data]

Mustanir, Matsuoka, et al., 2006
Mustanir; Matsuoka, M.; Mishima, M.; Koch, H., Stability of complexes of phenylacetylides and benzyl alkoxides with methanol in the gas phase. Acid-base correlation in the ionic hydrogen-bond strength, Bull. Chem. Soc. Japan, 2006, 79, 7, 1118-1125, https://doi.org/10.1246/bcsj.79.1118 . [all data]

Chabinyc and Brauman, 2000
Chabinyc, M.L.; Brauman, J.I., Unusual ionic hydrogen bonds: Complexes of acetylides and fluoroform, J. Am. Chem. Soc., 2000, 122, 36, 8739-8745, https://doi.org/10.1021/ja000806z . [all data]

Meot-ner, 1988
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]


Notes

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