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Butanoic acid, methyl ester

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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
Deltacliquid-693.0kcal/molCcbSchjanberg, 1935Corresponding «DELTA»fliquid = -118.8 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
47.361298.15Pintos, Bravo, et al., 1988DH
47.99298.15Fuchs, 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

Quantity Value Units Method Reference Comment
Tboil375. ± 4.KAVGN/AAverage of 22 values; Individual data points
Quantity Value Units Method Reference Comment
Tc554.5KN/AYoung, 1910Uncertainty assigned by TRC = 1. K; TRC
Tc554.5KN/AYoung and Thomas, 1893Uncertainty assigned by TRC = 1. K; TRC
Tc551.2KN/AHeilbron, 1891Uncertainty assigned by TRC = 3. K; TRC
Tc544.7KN/ADe Heen, 1888Uncertainty assigned by TRC = 8. K; TRC
Quantity Value Units Method Reference Comment
Pc34.28atmN/AYoung, 1910Uncertainty assigned by TRC = 0.8000 atm; TRC
Pc34.250atmN/AYoung and Thomas, 1893Uncertainty assigned by TRC = 0.39 atm; TRC
Pc36.02atmN/AHeilbron, 1891Uncertainty assigned by TRC = 2.0000 atm; TRC
Quantity Value Units Method Reference Comment
rhoc2.939mol/lN/AYoung, 1910Uncertainty assigned by TRC = 0.098 mol/l; TRC
rhoc2.940mol/lN/AYoung and Thomas, 1893Uncertainty assigned by TRC = 0.04 mol/l; TRC
rhoc2.85mol/lN/AHeilbron, 1891Uncertainty assigned by TRC = 0.098 mol/l; TRC
Quantity Value Units Method Reference Comment
Deltavap9.5 ± 0.3kcal/molAVGN/AAverage of 11 values; Individual data points

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
8.076375.9N/AMajer and Svoboda, 1985 
8.82350.N/Avan Genderen, van Miltenburg, et al., 2002AC
9.82 ± 0.05284.N/Avan Genderen, van Miltenburg, et al., 2002AC
9.18332.N/ASwiatek and Malanowski, 2002Based on data from 317. - 360. K.; AC
8.70364.N/AOrtega, Susial, et al., 1990Based on data from 349. - 384. K.; AC
8.17390.AStephenson and Malanowski, 1987Based on data from 375. - 545. K.; AC
10.2261.AStephenson and Malanowski, 1987Based on data from 246. - 375. K. See also Stull, 1947.; 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
375.5 - 545.4.715151758.314-2.421Stull, 1947Coefficents calculated by NIST from author's data.
246.4 - 375.54.579281528.058-41.606Stull, 1947Coefficents calculated by NIST from author's data.

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: 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

Trimethyl orthobutyrate + Water = Butanoic acid, methyl ester + 2Methyl Alcohol

By formula: C7H16O3 + H2O = C5H10O2 + 2CH4O

Quantity Value Units Method Reference Comment
Deltar-6.272 ± 0.014kcal/molCmWiberg, Martin, et al., 1985liquid phase; solvent: Aqueous dioxane
Deltar-6.315 ± 0.014kcal/molCmWiberg, 1980liquid phase; solvent: Water; Hydrolysis

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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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 Sadtler Research Labs Under US-EPA Contract
State gas

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

View image of digitized spectrum (can be printed in landscape orientation).

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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 NIST Mass Spectrometry Data Center, 1990.
NIST MS number 118791

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.


References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, 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.

Schjanberg, 1935
Schjanberg, E., Die Verbrennungswarmen und die Refraktionsdaten einiger chlorsubstituierter Fettsauren und Ester., Z. Phys. Chem. Abt. A, 1935, 172, 197-233. [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]

Young, 1910
Young, S., The Internal Heat of Vaporization constants of thirty pure substances, Sci. Proc. R. Dublin Soc., 1910, 12, 374. [all data]

Young and Thomas, 1893
Young, S.; Thomas, G.L., The vapour pressures, molecular volumes, and critical constants of ten of the lower esters, J. Chem. Soc., 1893, 63, 1191. [all data]

Heilbron, 1891
Heilbron, E., Summary of the Critical Data Up To Now on Liquids., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1891, 1, 601-13. [all data]

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

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [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]

Swiatek and Malanowski, 2002
Swiatek, Barbara E.; Malanowski, Stanislaw K., Vapor-Liquid Equilibrium in m -Xylene + Cyclohexanol at 19.99 and 94.93 kPa, J. Chem. Eng. Data, 2002, 47, 3, 478-481, https://doi.org/10.1021/je010246z . [all data]

Ortega, Susial, et al., 1990
Ortega, Juan; Susial, Pedro; De Alfonso, Casiano, Isobaric vapor-liquid equilibrium of methyl butanoate with ethanol and 1-propanol binary systems, J. Chem. Eng. Data, 1990, 35, 2, 216-219, https://doi.org/10.1021/je00060a037 . [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [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]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References