1H-Cyclopropa[b]naphthalene


Gas phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas104.kcal/molCcbBillups, Chow, et al., 1973 

Condensed phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfsolid86.0 ± 0.2kcal/molCcbBillups, Chow, et al., 1973 
Quantity Value Units Method Reference Comment
Δcsolid-1393.8 ± 0.2kcal/molCcbBillups, Chow, et al., 1973Corresponding Δfsolid = 86.0 kcal/mol (simple calculation by NIST; no Washburn corrections)

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 as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference Comment
8.03PESchulz, Schweig, et al., 1980LLK
8.12PELecoultre, Heilbronner, et al., 1988Vertical value; LL

De-protonation reactions

C11H7- + Hydrogen cation = 1H-Cyclopropa[b]naphthalene

By formula: C11H7- + H+ = C11H8

Quantity Value Units Method Reference Comment
Δr365.0 ± 2.2kcal/molG+TSAntol, Glasovac, et al., 2003gas phase; B
Quantity Value Units Method Reference Comment
Δr357.5 ± 2.1kcal/molIMREAntol, Glasovac, et al., 2003gas phase; B

References

Go To: Top, Gas phase thermochemistry data, Condensed phase 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.

Billups, Chow, et al., 1973
Billups, W.E.; Chow, W.Y.; Leavell, K.H.; Lewis, E.S.; Margrave, J.L.; Sass, R.L.; Shieh, J.J.; Werness, P.G.; Wood, J.L., Structure and thermochemistry of benzocyclopropenes. Bond fixation and strain energy, J. Am. Chem. Soc., 1973, 95, 7878-7880. [all data]

Schulz, Schweig, et al., 1980
Schulz, R.; Schweig, A.; Wentrup, C.; Winter, H.-W., 2-Vinylidene-2H-indene, Angew. Chem. Int. Ed. Engl., 1980, 19, 821. [all data]

Lecoultre, Heilbronner, et al., 1988
Lecoultre, J.; Heilbronner, E.; Muller, P.; Rodriguez, D., The influence of fluoro substituents on cyclopropa, -benzene, -naphthalene, and -anthracene, Collect. Czech. Chem. Commun., 1988, 53, 2385. [all data]

Antol, Glasovac, et al., 2003
Antol, I.; Glasovac, Z.; Hare, M.C.; Eckert-Maksic, M.; Kass, S.R., On the acidity of cyclopropanaphthalenes - Gas phase and computational studies, Int. J. Mass Spectrom., 2003, 222, 1-3, 11-26, https://doi.org/10.1016/S1387-3806(02)00953-3 . [all data]


Notes

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