9(10H)-Acridinone

Formula: C₁₃H₉NO
Molecular weight: 195.2167
IUPAC Standard InChI: InChI=1S/C13H9NO/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15)
IUPAC Standard InChIKey: FZEYVTFCMJSGMP-UHFFFAOYSA-N
CAS Registry Number: 578-95-0
Chemical structure:
This structure is also available as a 2d Mol file
Other names: 9-Acridanone; Acridanone; Acridine, 9,10-dihydro-9-oxo-; Acridone; 9(10H)-Acridone; 9-Acridone; Acridin-9-one; 9,l0-Dihydro-9-oxoacridine
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Gas phase thermochemistry data

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Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	34.6 ± 2.6	kJ/mol	Ccr	Sabbah and El Watik, 1992	Published also in Calorim. Anal. Therm. 23,477 1992

Condensed phase thermochemistry data

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Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_solid	-101.6 ± 2.6	kJ/mol	Ccr	Sabbah and El Watik, 1992	Published also in Calorim. Anal. Therm. 23,477 1992
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-6300.3 ± 2.5	kJ/mol	Ccr	Sabbah and El Watik, 1992	Published also in Calorim. Anal. Therm. 23,477 1992

Phase change data

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Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos

Quantity	Value	Units	Method	Reference	Comment
Δ_subH°	136.15 ± 0.45	kJ/mol	C	Sabbah and El Watik, 1992	Published also in Calorim. Anal. Therm. 23,477 1992; ALS
Δ_subH°	136.2 ± 0.5	kJ/mol	C	Sabbah and Watik, 1992	AC

Enthalpy of fusion

Δ_fusH (kJ/mol)	Temperature (K)	Method	Reference	Comment
32.5	640.	DSC	Storoniak, Krzyminski, et al., 2003	AC

Gas phase ion energetics data

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Data compiled as indicated in comments:
B - John E. Bartmess
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

IE (eV)	Method	Reference	Comment
7.60 ± 0.03	PI	Potapov, Filyugina, et al., 1968	RDSH

De-protonation reactions

C₁₃H₈NO^- + = 9(10H)-Acridinone

By formula: C₁₃H₈NO^- + H⁺ = C₁₃H₉NO

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	1360. ± 42.	kJ/mol	EIAE	Muftakhov, Vasil'ev, et al., 1999	gas phase; B

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Notes

Sabbah and El Watik, 1992
Sabbah, R.; El Watik, L., Etude thermodynamique de l'acridone et de la thioxanthone, Can. J. Chem., 1992, 70, 24-28. [all data]

Sabbah and Watik, 1992
Sabbah, Raphaël; Watik, Lahcen El, Étude thermodynamique de l'acridone et de la thioxanthone, Can. J. Chem., 1992, 70, 1, 24-28, https://doi.org/10.1139/v92-005 . [all data]

Storoniak, Krzyminski, et al., 2003
Storoniak, P.; Krzyminski, K.; Bouzyk, A.; Koval'chuk, E.P.; Blazejowski, J., Melting, volatilisation and crystal lattice enthalpies of acridin-9(10H)-ones, Journal of Thermal Analysis and Calorimetry, 2003, 74, 2, 443-450, https://doi.org/10.1023/B:JTAN.0000005179.91819.6d . [all data]

Potapov, Filyugina, et al., 1968
Potapov, V.K.; Filyugina, A.D.; Shigorin, D.N.; Ozerova, G.A., Photoionization of some compounds containing the carbonyl and amino groups, Dokl. Akad. Nauk SSSR, 1968, 180, 398, In original 352. [all data]

Muftakhov, Vasil'ev, et al., 1999
Muftakhov, M.V.; Vasil'ev, Y.V.; Khatymov, R.V.; Mazunov, V.A.; Takhistov, V.V.; Travkin, O.V.; Yakovleva, E.V., Thermochemistry of negatively charged ions. II. Energetics of formation of negative ions from acridanone and some of its derivatives, Rapid Commun. Mass Spectrom., 1999, 13, 10, 912-923, https://doi.org/10.1002/(SICI)1097-0231(19990530)13:10<912::AID-RCM585>3.0.CO;2-W . [all data]

Notes

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Symbols used in this document:

Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_solid	Enthalpy of formation of solid at standard conditions
Δ_fusH	Enthalpy of fusion
Δ_rH°	Enthalpy of reaction at standard conditions
Δ_subH°	Enthalpy of sublimation at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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