1,5-Naphthalenediamine

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Reaction thermochemistry data

Go To: Top, Gas phase ion energetics data, References, Notes

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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

1,5-diaminonaphthalenide anion + Hydrogen cation = 1,5-Naphthalenediamine

By formula: C10H9N2- + H+ = C10H10N2

Quantity Value Units Method Reference Comment
Δr356.9 ± 2.1kcal/molG+TSArnett, Venkatasubaramanian, et al., 1982gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr349.6 ± 2.0kcal/molIMREArnett, Venkatasubaramanian, et al., 1982gas phase; value altered from reference due to change in acidity scale

Gas phase ion energetics data

Go To: Top, Reaction thermochemistry data, References, Notes

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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C10H10N2+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
6.74 ± 0.02PEMaier, 1974LLK

De-protonation reactions

1,5-diaminonaphthalenide anion + Hydrogen cation = 1,5-Naphthalenediamine

By formula: C10H9N2- + H+ = C10H10N2

Quantity Value Units Method Reference Comment
Δr356.9 ± 2.1kcal/molG+TSArnett, Venkatasubaramanian, et al., 1982gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Δr349.6 ± 2.0kcal/molIMREArnett, Venkatasubaramanian, et al., 1982gas phase; value altered from reference due to change in acidity scale; B

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.

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]

Maier, 1974
Maier, J.P., Photoelectron spectroscopy of peri- amino naphthalenes, Helv. Chim. Acta, 1974, 57, 994. [all data]


Notes

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