9H-Fluoren-9-one
- Formula: C13H8O
- Molecular weight: 180.2020
- IUPAC Standard InChIKey: YLQWCDOCJODRMT-UHFFFAOYSA-N
- CAS Registry Number: 486-25-9
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Fluoren-9-one; Fluorenone; 9-Fluorenone; 9H-Fluorene-9-one
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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 |
---|---|---|---|---|---|
ΔfH°gas | 52.3 ± 2.3 | kJ/mol | Ccb | Sabbah, El Watik, et al., 1988 |
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 |
---|---|---|---|---|---|
ΔfH°solid | -36.1 ± 2.3 | kJ/mol | Ccb | Sabbah, El Watik, et al., 1988 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -6222.8 ± 2.1 | kJ/mol | Ccb | Sabbah, El Watik, et al., 1988 | Corresponding ΔfHºsolid = -36.2 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 614.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 357.15 | K | N/A | Pitt and Smyth, 1959 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 355. | K | N/A | Hauser, Brasen, et al., 1956 | Uncertainty assigned by TRC = 4. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 93.9 ± 1.8 | kJ/mol | GS | Verevkin, 1998 | AC |
ΔsubH° | 88.4 ± 0.4 | kJ/mol | C | Sabbah, El Watik, et al., 1988 | ALS |
ΔsubH° | 88.4 | kJ/mol | N/A | Sabbah, El Watik, et al., 1988 | DRB |
ΔsubH° | 88.4 ± 0.4 | kJ/mol | C | Sabbah, Watik, et al., 1988 | AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
60.9 | 435. | Sivaraman, Martin, et al., 1983 | AC |
59.8 | 475. | Sivaraman, Martin, et al., 1983 | AC |
59.1 | 525. | Sivaraman, Martin, et al., 1983 | AC |
58.6 | 565. | Sivaraman, Martin, et al., 1983 | AC |
57.9 | 595. | Sivaraman, Martin, et al., 1983 | AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
87.6 ± 0.3 | 319. | C | Sabbah, Watik, et al., 1988 | AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.85 | 353.3 | DSC | Verevkin, 1998 | AC |
18.12 | 356.4 | N/A | Acree, 1991 | AC |
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: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C13H8O+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference |
---|---|---|
8.29 | PE | Centineo, Fragala, et al., 1978 |
8.36 ± 0.03 | PI | Potapov, Kardash, et al., 1972 |
8.36 ± 0.02 | PI | Potapov and Sorokin, 1971 |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Sabbah, El Watik, et al., 1988
Sabbah, R.; El Watik, L.; Minadakis, C.,
Thermodynamic study of 9-fluorenone,
C. R. Acad. Sci. Paris, 1988, 307, 239-244. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Pitt and Smyth, 1959
Pitt, D.A.; Smyth, C.P.,
Microwave Absorption and Molecular Structure in Liquids XXVII. The Mutual Viscosities and Dielectric Relaxtion Times of Several Polar Aromatic Compounds in Solution,
J. Am. Chem. Soc., 1959, 81, 783. [all data]
Hauser, Brasen, et al., 1956
Hauser, C.R.; Brasen, W.R.; Skell, P.S.; Kantor, S.W.; Brodhag, A.E.,
Dimeric Oleifins versus AMins from α-Aryl Alkyl Halides with Alkali Dehydrohalogenation. Imines from Amines,
J. Am. Chem. Soc., 1956, 78, 1653-8. [all data]
Verevkin, 1998
Verevkin, S.P.,
Thermochemistry of aromatic ketones. Experimental enthalpies of formation and structural effects,
Thermochim. Acta, 1998, 310, 229-235. [all data]
Sabbah, Watik, et al., 1988
Sabbah, R.; Watik, L.E.; Minadakis, C.,
Thermodynamic study of 9-fluorenone,
C. R. Acad. Sci. Paris, Ser. III, 1988, 307, 3, 239. [all data]
Sivaraman, Martin, et al., 1983
Sivaraman, A.; Martin, R.J.; Kobayashi, Riki,
A versatile apparatus to study the vapor pressures and heats of vaporization of carbazole, 9-fluorenone and 9-hydroxyfluorene at elevated temperatures,
Fluid Phase Equilibria, 1983, 12, 1-2, 175-188, https://doi.org/10.1016/0378-3812(83)85019-5
. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Centineo, Fragala, et al., 1978
Centineo, G.; Fragala, I.; Bruno, G.; Spampinato, S.,
Photoelectron spectroscopy of benzophenone, acetophenone and their ortho-alkyl derivatives,
J. Mol. Struct., 1978, 44, 203. [all data]
Potapov, Kardash, et al., 1972
Potapov, V.K.; Kardash, I.E.; Sorokin, V.V.; Sokolov, S.A.; Evlasheva, T.I.,
Photoionization of heteroaromatic compounds,
Khim. Vys. Energ., 1972, 6, 392. [all data]
Potapov and Sorokin, 1971
Potapov, V.K.; Sorokin, V.V.,
Photoionization and ion-molecule reactions in quinones and alcohols,
High Energy Chem., 1971, 5, 435, In original 487. [all data]
Notes
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- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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