Et(Me)CH anion

Formula: C₄H₉^-
Molecular weight: 57.1148
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Reaction thermochemistry data

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Individual Reactions

C₄H₉^- + =

By formula: C₄H₉^- + H⁺ = C₄H₁₀

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	1739. ± 8.4	kJ/mol	Bran	DePuy, Gronert, et al., 1989	gas phase; The HOF(Et(Me)N.) in Seetula, Russell, et al., 1990 gives BDE(N-H) = 99 kcal/mol, ca. 5 kcal/mol too strong
Δ_rH°	1745. ± 20.	kJ/mol	Bran	Peerboom, Rademaker, et al., 1992	gas phase
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	1703. ± 8.8	kJ/mol	H-TS	DePuy, Gronert, et al., 1989	gas phase; The HOF(Et(Me)N.) in Seetula, Russell, et al., 1990 gives BDE(N-H) = 99 kcal/mol, ca. 5 kcal/mol too strong
Δ_rG°	1709. ± 21.	kJ/mol	H-TS	Peerboom, Rademaker, et al., 1992	gas phase

Gas phase ion energetics data

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Data compiled by: John E. Bartmess

Protonation reactions

C₄H₉^- + =

By formula: C₄H₉^- + H⁺ = C₄H₁₀

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	1739. ± 8.4	kJ/mol	Bran	DePuy, Gronert, et al., 1989	gas phase; The HOF(Et(Me)N.) in Seetula, Russell, et al., 1990 gives BDE(N-H) = 99 kcal/mol, ca. 5 kcal/mol too strong
Δ_rH°	1745. ± 20.	kJ/mol	Bran	Peerboom, Rademaker, et al., 1992	gas phase
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	1703. ± 8.8	kJ/mol	H-TS	DePuy, Gronert, et al., 1989	gas phase; The HOF(Et(Me)N.) in Seetula, Russell, et al., 1990 gives BDE(N-H) = 99 kcal/mol, ca. 5 kcal/mol too strong
Δ_rG°	1709. ± 21.	kJ/mol	H-TS	Peerboom, Rademaker, et al., 1992	gas phase

References

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DePuy, Gronert, et al., 1989
DePuy, C.H.; Gronert, S.; Barlow, S.E.; Bierbaum, V.M.; Damrauer, R., The Gas Phase Acidities of the Alkanes, J. Am. Chem. Soc., 1989, 111, 6, 1968, https://doi.org/10.1021/ja00188a003 . [all data]

Seetula, Russell, et al., 1990
Seetula, J.A.; Russell, J.J.; Gutman, D., Kinetics and Thermochemistry of the Reactions of Alkyl Radicals with HI: A Reconciliation of the Alkyl Radical Heats of Formation, J. Am. Chem. Soc., 1990, 112, 4, 1347, https://doi.org/10.1021/ja00160a009 . [all data]

Peerboom, Rademaker, et al., 1992
Peerboom, R.A.L.; Rademaker, G.J.; Dekoning, L.J.; Nibbering, N.M.M., Stabilization of Cycloalkyl Carbanions in the Gas Phase, Rapid Commun. Mass Spectrom., 1992, 6, 6, 394, https://doi.org/10.1002/rcm.1290060608 . [all data]

Notes

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Symbols used in this document:

Δ_rG° Free energy of reaction at standard conditions

Δ_rH° Enthalpy of reaction at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions