1,8-diaminonaphthalenide 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

C10H9N2- + Hydrogen cation = 1,8-Naphthalenediamine

By formula: C10H9N2- + H+ = C10H10N2

Quantity Value Units Method Reference Comment
Δr344.3 ± 2.0kcal/molIMREArnett, Venkatasubaramanian, et al., 1982gas phase; value altered from reference due to change in acidity scale

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

C10H9N2- + Hydrogen cation = 1,8-Naphthalenediamine

By formula: C10H9N2- + H+ = C10H10N2

Quantity Value Units Method Reference Comment
Δr344.3 ± 2.0kcal/molIMREArnett, Venkatasubaramanian, et al., 1982gas phase; value altered from reference due to change in acidity scale

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.

Arnett, Venkatasubaramanian, et al., 1982
Arnett, E.M.; Venkatasubaramanian, K.G.; McIver, R.T.; Fukuda, E.K.; Bordwell, F.G.; Press, F.D., Stabilization of the monoanion of 1,8-diaminonaphthalene by intramolecular hydrogen bonding. A novel case of anion homoconjugation in superbase solution, J. Am. Chem. Soc., 1982, 104, 325. [all data]


Notes

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