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1,3-Butanedione, 1-phenyl-

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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Deltafgas-244.1 ± 2.9kJ/molCmRibeiro da Silva and Monte, 1992ALS
Deltafgas-251.3 ± 2.9kJ/molCcbFerrao and Ribeiro Da Silva, 1981ALS
Deltafgas-284.4kJ/molN/AFarrar and Jones, 1964Value computed using «DELTA»fHliquid° value of -340±4.6 kj/mol from Farrar and Jones, 1964 and «DELTA»vapH° value of 55.6 kj/mol from missing citation.; DRB

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
Deltafliquid-340. ± 4.6kJ/molCcbFarrar and Jones, 1964 
Quantity Value Units Method Reference Comment
Deltacliquid-5024.5 ± 5.4kJ/molCcbFarrar and Jones, 1964Corresponding «DELTA»fliquid = -339.7 kJ/mol (simple calculation by NIST; no Washburn corrections)
Quantity Value Units Method Reference Comment
Deltafsolid-335.1 ± 2.8kJ/molCcbFerrao and Ribeiro Da Silva, 1981 
Quantity Value Units Method Reference Comment
Deltacsolid-5029.1 ± 2.5kJ/molCcbFerrao and Ribeiro Da Silva, 1981Corresponding «DELTA»fsolid = -335.2 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Kenneth Kroenlein director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Tboil533.15KN/ASabatier and Mailhe, 1909Uncertainty assigned by TRC = 3. K; TRC
Quantity Value Units Method Reference Comment
Tfus331.KN/AWolfrom and Bobbitt, 1956Uncertainty assigned by TRC = 3. K; TRC
Tfus333.15KN/ASabatier and Mailhe, 1909Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Deltavap55.6kJ/molEFarrar and Jones, 1964ALS
Quantity Value Units Method Reference Comment
Deltasub91.01 ± 0.63kJ/molVRibeiro da Silva and Monte, 1992crystal phase; ALS
Deltasub91.0 ± 0.6kJ/molMERibeiro da Silva and Monte, 1992AC
Deltasub83.8kJ/molN/AFerrao and Ribeiro Da Silva, 1981DRB

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
83.7289.VStephenson and Malanowski, 1987Based on data from 278. - 300. K. See also Aihara, 1959.; AC
83.76 ± 0.42331.3VAihara, 1959, 2crystal phase; ALS

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:


Reaction 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: 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

C10H9O2- + Hydrogen cation = 1,3-Butanedione, 1-phenyl-

By formula: C10H9O2- + H+ = C10H10O2

Quantity Value Units Method Reference Comment
Deltar1422. ± 9.6kJ/molG+TSCumming and Kebarle, 1978gas phase
Quantity Value Units Method Reference Comment
Deltar1393. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase

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

Ionization energy determinations

IE (eV) Method Reference Comment
9.10EIOrlov, Rashkes, et al., 1988LL

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C7H5O+10.20C3H5OEIOrlov, Rashkes, et al., 1988LL

De-protonation reactions

C10H9O2- + Hydrogen cation = 1,3-Butanedione, 1-phenyl-

By formula: C10H9O2- + H+ = C10H10O2

Quantity Value Units Method Reference Comment
Deltar1422. ± 9.6kJ/molG+TSCumming and Kebarle, 1978gas phase; B
Quantity Value Units Method Reference Comment
Deltar1393. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; B

IR Spectrum

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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

Gas Phase Spectrum

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IR spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center
State gas
Instrument HP-GC/MS/IRD

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


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.
NIST MS number 5893

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


UV/Visible spectrum

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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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Lang (editor), 1963
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 19652
Instrument Beckman DU
Melting point 58

Gas Chromatography

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Normal alkane RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryHP-1011656.Mastelic, Jerkovic, et al., 200625. m/0.2 mm/0.2 «mu»m, He, 70. C @ 2. min, 3. K/min, 200. C @ 15. min

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, Notes

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

Ribeiro da Silva and Monte, 1992
Ribeiro da Silva, M.A.V.; Monte, M.J.S., Vapour pressures and standard molar enthalpies of sublimation of four crystalline B-diketones, J. Chem. Thermodyn., 1992, 24, 1219-1228. [all data]

Ferrao and Ribeiro Da Silva, 1981
Ferrao, M.L.C.C.H.; Ribeiro Da Silva, M.A.V., Enthalpies of combustion of four methyl-substituted heptane-3,5-diones and benzoylacetone, J. Chem. Thermodyn., 1981, 13, 567-571. [all data]

Farrar and Jones, 1964
Farrar, D.T.; Jones, M.M., Heats of combustion and bond energies in some octahedral iron(III) complexes with «beta»-diketones, J. Phys. Chem., 1964, 68, 1717-1721. [all data]

Sabatier and Mailhe, 1909
Sabatier, P.; Mailhe, A., New Applications of the General Method of Hydrogenation with Various Metals, Ann. Chim. Phys., 1909, 16, 70. [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]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Aihara, 1959
Aihara, Ariyuki, Estimation of the Energy of Hydrogen Bonds Formed in Crystals. I. Sublimation Pressures of Some Organic Molecular Crystals and the Additivity of Lattice Energy, Bull. Chem. Soc. Jpn., 1959, 32, 11, 1242-1248, https://doi.org/10.1246/bcsj.32.1242 . [all data]

Aihara, 1959, 2
Aihara, A., Estimation of the energy of hydrogen bonds formed in crystals. I. Sublimation pressures of some organic molecular crystals and the additivity of lattice energy, Bull. Chem. Soc. Jpn., 1959, 32, 1242. [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Orlov, Rashkes, et al., 1988
Orlov, V.M.; Rashkes, Y.V.; Siretskaya, T.V.; Takhistov, V.V., Thermochemical description of tutomeric transformations in ionized 1,3-diketones, J. Gen. Chem. USSR, 1988, 58, 374. [all data]

Lang (editor), 1963
Lang (editor), L., Absorption Spectra in the Ultraviolet and Visible Region, 1963, 4, 65. [all data]

Mastelic, Jerkovic, et al., 2006
Mastelic, J.; Jerkovic, I.; Mesic, M., Volatile constituents from flowers, leaves, bark and wood of Prunus mahaleb L., Flavour Fragr. J., 2006, 21, 2, 306-313, https://doi.org/10.1002/ffj.1596 . [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, References