Methyl valerate

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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-112.7 ± 0.4kcal/molCcbAdriaanse, Dekker, et al., 1965Heat of formation derived by Cox and Pilcher, 1970
Δfgas-116.0 ± 0.4kcal/molCcbHancock, Watson, et al., 1954Heat of formation derived by Cox and Pilcher, 1970

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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfliquid-122.9 ± 1.7kcal/molCcbAdriaanse, Dekker, et al., 1965Heat of formation derived by Cox and Pilcher, 1970; ALS
Δfliquid-126.kcal/molCcbHancock, Watson, et al., 1954ALS
Quantity Value Units Method Reference Comment
Δcliquid-851.3 ± 0.1kcal/molCcbAdriaanse, Dekker, et al., 1965Corresponding Δfliquid = -122.9 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-848.0kcal/molCcbHancock, Watson, et al., 1954Corresponding Δfliquid = -126.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
54.042298.15Pintos, Bravo, et al., 1988DH
54.80298.15Fuchs, 1979DH

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
Tboil410. ± 40.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus182.5KN/AAdriaanse, Dekker, et al., 1964Uncertainty assigned by TRC = 0.05 K; TRC
Quantity Value Units Method Reference Comment
Tc556.7KN/ADe Heen, 1888Uncertainty assigned by TRC = 20. K; TRC
Tc566.9KN/ANadezhdin, 1887Uncertainty assigned by TRC = 20. K; TRC
Quantity Value Units Method Reference Comment
Pc31.48atmN/ANadezhdin, 1887Uncertainty assigned by TRC = 2.0000 atm; TRC
Quantity Value Units Method Reference Comment
ρc2.40mol/lN/ANadezhdin, 1887Uncertainty assigned by TRC = 0.17 mol/l; TRC
Quantity Value Units Method Reference Comment
Δvap10.4 ± 0.5kcal/molAVGN/AAverage of 12 values; Individual data points

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
10.5 ± 0.02350. to 415.EBCamacho, Moll, et al., 2007AC
10.6296.N/ACamacho, Mariano, et al., 2006Based on data from 281. to 547. K. See also Camacho, 2006.; AC
9.37379.N/AOrtega, Espiau, et al., 2003Based on data from 364. to 417. K.; AC
9.87350.N/Avan Genderen, van Miltenburg, et al., 2002AC
10.2312.AStephenson and Malanowski, 1987Based on data from 297. to 411. K.; AC

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

Go To: Top, Gas phase thermochemistry data, Condensed 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Pentane, 1,1,1-trimethoxy- + Water = Methyl valerate + 2Methyl Alcohol

By formula: C8H18O3 + H2O = C6H12O2 + 2CH4O

Quantity Value Units Method Reference Comment
Δr-6.101 ± 0.012kcal/molCmWiberg, Martin, et al., 1985liquid phase; solvent: Aqueous dioxane
Δr-6.147 ± 0.008kcal/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis

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:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference Comment
10.4 ± 0.2EIHowe, Williams, et al., 1969RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H6O2+10.06C3H6EIHolmes and Lossing, 1980LLK
C3H6O2+11.0 ± 0.2C3H6EIHowe, Williams, et al., 1969RDSH
C5H9O+11.2 ± 0.2CH3OEIHowe, Williams, et al., 1969RDSH

References

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

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

Adriaanse, Dekker, et al., 1965
Adriaanse, N.; Dekker, H.; Coops, J., Heats of combustion of normal saturated fatty acids and their methyl esters, Rec. Trav. Chim. Pays/Bas, 1965, 84, 393-407. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Hancock, Watson, et al., 1954
Hancock, C.K.; Watson, G.M.; Gilby, R.F., Heats of combustion of five-carbon fatty acids and their methyl and ethyl esters, J. Phys. Chem., 1954, 58, 127-129. [all data]

Pintos, Bravo, et al., 1988
Pintos, M.; Bravo, R.; Baluja, M.C.; Paz Andrade, M.I.; Roux-Desgranges, G.; Grolier, J.-P.E., Can. J. Chem., 1988, 1179. [all data]

Fuchs, 1979
Fuchs, R., Heat capacities of some liquid aliphatic, alicyclic, and aromatic esters at 298.15 K, J. Chem. Thermodyn., 1979, 11, 959-961. [all data]

Adriaanse, Dekker, et al., 1964
Adriaanse, N.; Dekker, H.; Coops, J., Some Physical Constants of Normal, Saturated Fatty Acids and Their Methyl Esters, Recl. Trav. Chim. Pays-Bas, 1964, 83, 557. [all data]

De Heen, 1888
De Heen, P., Research on Physics and Theory of Liquids, Experimental Part Paris, 1888. [all data]

Nadezhdin, 1887
Nadezhdin, A., Rep. Phys., 1887, 23, 708. [all data]

Camacho, Moll, et al., 2007
Camacho, Alberto G.; Moll, Juan M.; Canzonieri, Salvador; Postigo, Miguel A., Vapor-Liquid Equilibrium Data for the Binary Methyl Esters (Butyrate, Pentanoate, and Hexanoate) (1) + Propanenitrile (2) Systems at 93.32 kPa, J. Chem. Eng. Data, 2007, 52, 3, 871-875, https://doi.org/10.1021/je060469v . [all data]

Camacho, Mariano, et al., 2006
Camacho, Alberto G.; Mariano, Alejandra; Mussari, Lelia; Postigo, Miguel A., Vapor-Liquid Equilibrium Data for the Binary Methyl Esters (Butyrate, Pentanoate, and Hexanoate) (1) + Acetonitrile (2) Systems at 93.32 kPa, J. Chem. Eng. Data, 2006, 51, 5, 1536-1540, https://doi.org/10.1021/je060001s . [all data]

Camacho, 2006
Camacho, A.G., , Ph.D. Thesis, Universidad Nacional de Tucuman, 2006. [all data]

Ortega, Espiau, et al., 2003
Ortega, Juan; Espiau, Fernando; Tojo, José; Canosa, José; Rodríguez, Ana, Isobaric Vapor-Liquid Equilibria and Excess Properties for the Binary Systems of Methyl Esters + Heptane, J. Chem. Eng. Data, 2003, 48, 5, 1183-1190, https://doi.org/10.1021/je030117d . [all data]

van Genderen, van Miltenburg, et al., 2002
van Genderen, Aad C.G.; van Miltenburg, J. Cees; Blok, Jacobus G.; van Bommel, Mark J.; van Ekeren, Paul J.; van den Berg, Gerrit J.K.; Oonk, Harry A.J., Liquid--vapour equilibria of the methyl esters of alkanoic acids: vapour pressures as a function of temperature and standard thermodynamic function changes, Fluid Phase Equilibria, 2002, 202, 1, 109-120, https://doi.org/10.1016/S0378-3812(02)00097-3 . [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]

Wiberg, Martin, et al., 1985
Wiberg, K.B.; Martin, E.J.; Squires, R.R., Thermochemical studies of carbonyl compounds. 3. Enthalpies of hydrolysis of ortho esters, J. Org. Chem., 1985, 50, 4717-4720. [all data]

Wiberg, 1980
Wiberg, K.B., Energies of organic compounds, Rept. DOE-E(11-1)4060 Prepared for US Dept. of Energy by Yale Univ., New Haven, CT. Avail. NTIS, 1980, 1-24. [all data]

Howe, Williams, et al., 1969
Howe, I.; Williams, D.H.; Kingston, D.G.I.; Tannenbaum, H.P., Substituent effects in the mass spectra of some - and -substituted methyl butyrates, J. Chem. Soc. B, 1969, 439. [all data]

Holmes and Lossing, 1980
Holmes, J.L.; Lossing, F.P., Gas-phase heats of formation of keto and enol ions of carbonyl compounds., J. Am. Chem. Soc., 1980, 102, 1591. [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, References