3-Penten-2-one, 4-methyl-

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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
Δfgas-42.61 ± 0.15kcal/molCcbSteele, Chirico, et al., 1997 
Δfgas-44.10 ± 0.59kcal/molEqkGuthrie, 1978 

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
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
Tboil402. ± 1.KAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus220.3KN/AStross, Monger, et al., 1947Uncertainty assigned by TRC = 0.3 K; TRC
Quantity Value Units Method Reference Comment
Tc605.KN/ASteele, Chirico, et al., 1997, 2Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Pc39.48atmN/ASteele, Chirico, et al., 1997, 2Uncertainty assigned by TRC = 1.48 atm; derived from fit of obs. vapor pressure; TRC
Quantity Value Units Method Reference Comment
ρc2.830mol/lN/ASteele, Chirico, et al., 1997, 2Uncertainty assigned by TRC = 0.10 mol/l; TRC
Quantity Value Units Method Reference Comment
Δvap10.21 ± 0.067kcal/molVSteele, Chirico, et al., 1997ALS
Δvap10.2 ± 0.07kcal/molEBSteele, Chirico, et al., 1997, 3Based on data from 303. to 442. K.; AC
Δvap10.7kcal/molCGCChickos, Hosseini, et al., 1995Based on data from 343. to 383. K.; AC
Δvap10.3kcal/molN/AMesserly, Finke, et al., 1975Based on data from 292. to 471. K.; AC

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
9.89 ± 0.07320.EBSteele, Chirico, et al., 1997, 3Based on data from 303. to 442. K.; AC
9.35 ± 0.07360.EBSteele, Chirico, et al., 1997, 3Based on data from 303. to 442. K.; AC
8.72 ± 0.07400.EBSteele, Chirico, et al., 1997, 3Based on data from 303. to 442. K.; AC
8.0 ± 0.1440.EBSteele, Chirico, et al., 1997, 3Based on data from 303. to 442. K.; AC
9.03414.AStephenson and Malanowski, 1987Based on data from 399. to 471. K.; AC
9.92328.MMStephenson and Malanowski, 1987Based on data from 313. to 405. K. See also Stross, Monger, et al., 1947, 2 and Dykyj, 1972.; AC
8.41401.N/ALouguinine, 1898May be a mixture of 2-methyl-1-penten-4-one and 4-methyl-3-penten-2-one; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
287. to 403.14.187821434.631-60.088Fuge, Bowden, et al., 1952Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
2.89229.6Borgen, Borgen, et al., 1975AC

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
L - Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

View reactions leading to C6H10O+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)9.10 ± 0.02eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)210.0kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity202.4kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.11PEMasclet and Mouvier, 1978LLK
9.08 ± 0.03PIWatanabe, Nakayama, et al., 1962RDSH
8.89 ± 0.05EIOmura, Higasi, et al., 1956RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C5H7O+9.48CH3EIAlai, Attardo, et al., 1985LBLHLM

Mass spectrum (electron ionization)

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

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- 29
NIST MS number 229805

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References

Go To: Top, Gas 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.

Steele, Chirico, et al., 1997
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A., Thermodynamic properties and ideal-gas enthalpies of formation for 2-aminoisobutyric acid (2-methylalanine), acetic acid, (4-methyl-3-penten-2-one), 4-methylpent-1-ene, 2,2'-bis(phenylthio)propane, and glycidyl phenyl ether (1,2-epoxy-3-phenoxypropane), J. Chem. Eng. Data, 1997, 42, 1052-1066. [all data]

Guthrie, 1978
Guthrie, J.P., Equilibrium constants for a series of simple aldol condensations, and linear free energy relations with other carbonyl addition reactions, Can. J. Chem., 1978, 56, 962-973. [all data]

Stross, Monger, et al., 1947
Stross, F.H.; Monger, J.M.; Finch, H. deV., Isolation and Purification of the Two Isomers of Mesityl Oxide, J. Am. Chem. Soc., 1947, 69, 1627-8. [all data]

Steele, Chirico, et al., 1997, 2
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A., Thermodynamic Properties and Ideal-Gas Enthalpies of FOrmation for 2-Aminoisobutyric Acid (2-Methylalanine), Acetic Acid, (Z)-5-Ethylidene-2- norbornene, Mesityl Oxide (4-Methyl-3-pentene-2-one), 4-M, J. Chem. Eng. Data, 1997, 42, 1053-66. [all data]

Steele, Chirico, et al., 1997, 3
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A., Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for 2-Aminoisobutyric Acid (2-Methylalanine), Acetic Acid, ( Z )-5-Ethylidene-2-norbornene, Mesityl Oxide (4-Methyl-3-penten-2-one), 4-Methylpent-1-ene, 2,2'-Bis(phenylthio)propane, and Glycidyl Phenyl Ether (1,2-Epoxy-3-phenoxypropane), J. Chem. Eng. Data, 1997, 42, 6, 1053-1066, https://doi.org/10.1021/je970099y . [all data]

Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G., Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times, Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3 . [all data]

Messerly, Finke, et al., 1975
Messerly, J.F.; Finke, H.L.; Osborn, A.G.; Douslin, D.R., Low-temperature calorimetric and vapor-pressure studies on alkanediamines, J. Chem. Thermodynam., 1975, 7, 1029-1046. [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]

Stross, Monger, et al., 1947, 2
Stross, F.H.; Monger, J.M.; Finch, H. de V., The Isolation and Purification of Two Isomers of Mesityl Oxide, J. Am. Chem. Soc., 1947, 69, 7, 1627-1628, https://doi.org/10.1021/ja01199a016 . [all data]

Dykyj, 1972
Dykyj, J., Petrochemia, 1972, 12, 1, 13. [all data]

Louguinine, 1898
Louguinine, W., Ann. Chim. (Paris), 1898, 7, 334. [all data]

Fuge, Bowden, et al., 1952
Fuge, E.T.J.; Bowden, S.T.; Jones, W.J., Some Physical Properties of Diacetone Alcohol, Mesityl Oxide and Methyl Isobutyl Ketone, J. Phys. Chem., 1952, 56, 8, 1013-1016, https://doi.org/10.1021/j150500a022 . [all data]

Borgen, Borgen, et al., 1975
Borgen, Gerd; Borgen, Gerd; Dale, Johannes; Gaupset, Gudmund; Schroll, G.; Altona, C., Syntheses and Conformations of Monomeric and Dimeric Cyclic Dimethylketals., Acta Chem. Scand., 1975, 29b, 265-272, https://doi.org/10.3891/acta.chem.scand.29b-0265 . [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]

Masclet and Mouvier, 1978
Masclet, P.; Mouvier, G., Etude par spectrometrie photoelectronique d'aldehydes et de cetones ethyleniques conjugues, J. Electron Spectrosc. Relat. Phenom., 1978, 14, 77. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Omura, Higasi, et al., 1956
Omura, I.; Higasi, K.; Baba, H., Ionization potentials of some organic molecules. II. Aliphatic compounds, Bull. Chem. Soc. Japan, 1956, 29, 504. [all data]

Alai, Attardo, et al., 1985
Alai, M.; Attardo, G.G.; Rye, R.T.B., Formation threshold structures of some [C5H7O]+ ions: Use of general schemes for estimation of heats of formation of gas phase ions, Can. J. Chem., 1985, 63, 833. [all data]


Notes

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