1,3-Cyclohexanedione

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas-335.6 ± 1.6kJ/molCcbPilcher, Parchment, et al., 1993 

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
Δfsolid-425.4 ± 1.1kJ/molCcbPilcher, Parchment, et al., 1993 
Quantity Value Units Method Reference Comment
Δcsolid-3079.0 ± 0.8kJ/molCcbPilcher, Parchment, et al., 1993Corresponding Δfsolid = -425.4 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tfus378.4KN/AWolfrom and Bobbitt, 1956Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Δsub89.8 ± 1.1kJ/molVPilcher, Parchment, et al., 1993ALS
Δsub89.8 ± 1.1kJ/molCPilcher, Parchment, et al., 1993AC

Enthalpy of sublimation

ΔsubH (kJ/mol) Temperature (K) Reference Comment
89.800298.15Pilcher, Parchment, et al., 1993DH

Enthalpy of phase transition

ΔHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.493287.crystaline, IIcrystaline, IPajak, Latanowicz, et al., 1992DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C6H8O2+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)881.2kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity849.4kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.52 ± 0.05PEHouk, Davis, et al., 1973LLK
9.60PEGleiter, Hofmann, et al., 1980Vertical value; LLK

Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Japan AIST/NIMC Database- Spectrum MS-NW-1409
NIST MS number 233570

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References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Pilcher, Parchment, et al., 1993
Pilcher, G.; Parchment, O.G.; Hillier, I.H.; Heatley, F.; Fletcher, D.; Ribeiro da Silva, M.A.V.; Ferrao, M.L.C.C.H.; Monte, J.S.; Jiye, F., Thermochemical and theoretical studies on cyclohexanediones, J. Phys. Chem., 1993, 97, 243-247. [all data]

Wolfrom and Bobbitt, 1956
Wolfrom, M.L.; Bobbitt, J.M., Periodate Oxidation of Cyclic 1,3-Diketones, J. Am. Chem. Soc., 1956, 78, 2489-93. [all data]

Pajak, Latanowicz, et al., 1992
Pajak, Z.; Latanowicz, L.; Katrusiak, A., NMR study of molecular motions in 1,3-cyclohexanedione, Phys. Status Solidi, 1992, A 130(2), 421-428. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Houk, Davis, et al., 1973
Houk, K.N.; Davis, L.P.; Newkome, G.R.; Duke, R.E., Jr.; Nauman, R.V., Photoelectron spectroscopy of cyclic β-diketones their enolone tautomers, J. Am. Chem. Soc., 1973, 95, 8364. [all data]

Gleiter, Hofmann, et al., 1980
Gleiter, R.; Hofmann, P.; Schang, P.; Sieber, A., The orbital sequence in cyclic 1,3-diketones, Tetrahedron, 1980, 36, 655. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References