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pMe-C6H4CðC 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

C9H7- + Hydrogen cation = Benzene, 1-ethynyl-4-methyl-

By formula: C9H7- + H+ = C9H8

Quantity Value Units Method Reference Comment
Deltar1555. ± 9.6kJ/molG+TSChabinyc and Brauman, 1999gas phase; reported as 365.2/372.8, relative to MeOH at 375.2; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Deltar1523. ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; reported as 365.2/372.8, relative to MeOH at 375.2; value altered from reference due to change in acidity scale

C9H7- + Methyl Alcohol = C10H11O-

By formula: C9H7- + CH4O = C10H11O-

Quantity Value Units Method Reference Comment
Deltar90.4 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH «DELTA»Gacid=375.2
Quantity Value Units Method Reference Comment
Deltar42.68kJ/molIMREMustanir, Matsuoka, et al., 2006gas phase
Deltar46.4 ± 8.4kJ/molIMREChabinyc and Brauman, 1999gas phase; Anchored to MeOH «DELTA»Gacid=375.2

C9H7- + Fluoroform = C10H8F3-

By formula: C9H7- + CHF3 = C10H8F3-

Quantity Value Units Method Reference Comment
Deltar78.7 ± 4.2kJ/molIMREChabinyc and Brauman, 2000gas phase; Original dG=8.3 at 350K; dS based on symmetry alone
Quantity Value Units Method Reference Comment
Deltar41. ± 4.2kJ/molIMREChabinyc and Brauman, 2000gas phase; Original dG=8.3 at 350K; dS based on symmetry alone

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.

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]


Notes

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