n-Propyl acetate
- Formula: C5H10O2
- Molecular weight: 102.1317
- IUPAC Standard InChIKey: YKYONYBAUNKHLG-UHFFFAOYSA-N
- CAS Registry Number: 109-60-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Acetic acid, propyl ester; Propyl acetate; 1-Acetoxypropane; 1-Propyl acetate; CH3COOCH2CH2CH3; Acetic acid n-propyl ester; n-Propyl ethanoate; Acetate de propyle normal; Octan propylu; Propyl ethanoate; Propylester kyseliny octove; UN 1276; Propyl ester of acetic acid; NSC 72025; n-Propanol acetate
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Condensed phase thermochemistry data
Go To: Top, 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: Eugene S. Domalski and Elizabeth D. Hearing
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
196.07 | 298.15 | Jimenez, Romani, et al., 1986 | |
194.1 | 298. | von Reis, 1881 | T = 292 to 382 K. |
Phase change data
Go To: Top, Condensed phase thermochemistry 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 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 |
---|---|---|---|---|---|
Tboil | 374.7 ± 0.8 | K | AVG | N/A | Average of 33 out of 37 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 178.15 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.6 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 548. ± 9. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 33.35 | bar | N/A | Young, 1910 | Uncertainty assigned by TRC = 0.8106 bar; TRC |
Pc | 33.651 | bar | N/A | Young and Thomas, 1893 | Uncertainty assigned by TRC = 0.40 bar; TRC |
Pc | 35.30 | bar | N/A | Nadezhdin, 1887 | Uncertainty assigned by TRC = 1.0132 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 2.895 | mol/l | N/A | Young, 1910 | Uncertainty assigned by TRC = 0.05 mol/l; TRC |
ρc | 2.902 | mol/l | N/A | Young and Thomas, 1893 | Uncertainty assigned by TRC = 0.04 mol/l; TRC |
ρc | 2.84 | mol/l | N/A | Nadezhdin, 1887 | Uncertainty assigned by TRC = 0.06 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 38. ± 4. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
33.92 | 374.7 | N/A | Majer and Svoboda, 1985 | |
37.0 | 348. | N/A | Fárková and Wichterle, 1993 | Based on data from 333. to 372. K.; AC |
34.8 | 389. | A | Stephenson and Malanowski, 1987 | Based on data from 374. to 542. K.; AC |
38.2 | 327. | A | Stephenson and Malanowski, 1987 | Based on data from 312. to 374. K. See also Polák and Mertl, 1965 and Dykyj, 1972.; AC |
38.1 | 327. | DTA | Meyer, Awe, et al., 1980 | Based on data from 322. to 383. K.; AC |
38.6 ± 0.1 | 313. | C | Svoboda, Uchytilová, et al., 1980 | AC |
35.3 ± 0.1 | 343. | C | Svoboda, Uchytilová, et al., 1980 | AC |
36.9 ± 0.1 | 336. | C | Svoboda, Veselý, et al., 1977 | AC |
36.4 ± 0.1 | 344. | C | Svoboda, Veselý, et al., 1977 | AC |
35.8 ± 0.1 | 351. | C | Svoboda, Veselý, et al., 1977 | AC |
34.8 ± 0.1 | 363. | C | Svoboda, Veselý, et al., 1977 | AC |
36.9 | 335. | N/A | Connett, Counsell, et al., 1976 | AC |
33.9 | 375. | N/A | Connett, Counsell, et al., 1976 | AC |
36.7 | 335. | C | Geiseler, Quitzsch, et al., 1973 | AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
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Temperature (K) | A (kJ/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 375. | 60.22 | 0.314 | 549.4 | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
312.22 to 374.03 | 4.14386 | 1283.861 | -64.378 | Polák and Mertl, 1965 | Coefficents calculated by NIST from author's data. |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 836.6 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 805.6 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.04 ± 0.03 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
9.92 | PE | Benoit and Harrison, 1977 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C2H5O2+ | 9.94 ± 0.05 | CH2=CHCH2 | EI | Benoit, Harrison, et al., 1977 | LLK |
C2H5O2+ | 10.48 ± 0.07 | ? | EI | Brion and Dunning, 1963 | RDSH |
C3H5O2+ | 11.29 ± 0.04 | C2H5 | EI | Brion and Dunning, 1963 | RDSH |
C3H7+ | 11.41 ± 0.04 | ? | EI | Brion and Dunning, 1963 | RDSH |
C3H7O+ | 11.64 ± 0.03 | CH3CO | EI | Brion and Dunning, 1963 | RDSH |
De-protonation reactions
C5H9O2- + =
By formula: C5H9O2- + H+ = C5H10O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1554. ± 17. | kJ/mol | G+TS | Haas, Giblin, et al., 1998 | gas phase; From transesterification equilibria; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1525. ± 17. | kJ/mol | IMRE | Haas, Giblin, et al., 1998 | gas phase; From transesterification equilibria; B |
Mass spectrum (electron ionization)
Go To: Top, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
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-1063 |
NIST MS number | 230707 |
References
Go To: Top, 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.
Jimenez, Romani, et al., 1986
Jimenez, E.; Romani, L.; Paz Andrade, M.I.; Roux-Desgranges, G.; Grolier, J.-P.E.,
Molar excess heat capacities and volumes for mixtures of alkanoates with cyclohexane at 25°C,
J. Solution Chem., 1986, 15(11), 879-890. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F.,
Freezing points of orgainic substances VI. New experimental determinations.,
Bull. Soc. Chim. Belg., 1921, 30, 213. [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]
Nadezhdin, 1887
Nadezhdin, A.,
Rep. Phys., 1887, 23, 708. [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]
Fárková and Wichterle, 1993
Fárková, J.; Wichterle, I.,
Vapour pressures of some ethyl and propyl esters of fatty acids,
Fluid Phase Equilibria, 1993, 90, 1, 143-148, https://doi.org/10.1016/0378-3812(93)85009-B
. [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]
Polák and Mertl, 1965
Polák, J.; Mertl, I.,
Saturated vapour pressure of methyl acetate, ethyl acetate, n-propyl acetate, methyl propionate, and ethyl propionate,
Collect. Czech. Chem. Commun., 1965, 30, 10, 3526-3528, https://doi.org/10.1135/cccc19653526
. [all data]
Dykyj, 1972
Dykyj, J.,
Petrochemia, 1972, 12, 1, 13. [all data]
Meyer, Awe, et al., 1980
Meyer, Edwin F.; Awe, Michael J.; Wagner, Robert E.,
Cohesive energies in polar organic liquids. 4. n-Alkyl acetates,
J. Chem. Eng. Data, 1980, 25, 4, 371-374, https://doi.org/10.1021/je60087a030
. [all data]
Svoboda, Uchytilová, et al., 1980
Svoboda, Václav; Uchytilová, Vera; Majer, Vladimír; Pick, Jirí,
Heats of vaporization of alkyl esters of formic, acetic and propionic acids,
Collect. Czech. Chem. Commun., 1980, 45, 12, 3233-3240, https://doi.org/10.1135/cccc19803233
. [all data]
Svoboda, Veselý, et al., 1977
Svoboda, V.; Veselý, F.; Holub, R.; Pick, J.,
Heats of vaporization of alkyl acetates and propionates,
Collect. Czech. Chem. Commun., 1977, 42, 3, 943-951, https://doi.org/10.1135/cccc19770943
. [all data]
Connett, Counsell, et al., 1976
Connett, J.E.; Counsell, J.F.; Lee, D.A.,
Thermodynamic properties of organic oxygen compounds XLIV. Vapour heat capacities and enthalpies of vaporization of methyl acetate, ethyl acetate, and propyl acetate,
The Journal of Chemical Thermodynamics, 1976, 8, 12, 1199-1203, https://doi.org/10.1016/0021-9614(76)90129-4
. [all data]
Geiseler, Quitzsch, et al., 1973
Geiseler, G.; Quitzsch, K.; Hofmann, H.-P.; Pfestorf, R.Z.,
Z. Phys. Chem. (Leipzig), 1973, 252, 170. [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]
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]
Benoit and Harrison, 1977
Benoit, F.M.; Harrison, A.G.,
Predictive value of proton affinity. Ionization energy correlations involving oxygenated molecules,
J. Am. Chem. Soc., 1977, 99, 3980. [all data]
Benoit, Harrison, et al., 1977
Benoit, F.M.; Harrison, A.G.; Lossing, F.P.,
Hydrogen migrations in mass spectrometry III-Energetics of formation of [R'CO2H2]+ in the mass spectra of R'CO2R,
Org. Mass Spectrom., 1977, 12, 78. [all data]
Brion and Dunning, 1963
Brion, C.E.; Dunning, W.J.,
Electron impact studies of simple carboxylic esters,
J. Chem. Soc. Faraday Trans., 1963, 59, 647. [all data]
Haas, Giblin, et al., 1998
Haas, G.W.; Giblin, D.E.; Gross, M.L.,
The Mechanism and Thermodynamics of Transesterification of Acetate-Ester Enolates in the Gas Phase,
Int. J. Mass Spectrom. Ion Proc., 1998, 172, 1-2, 25, https://doi.org/10.1016/S0168-1176(97)83245-4
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
AE Appearance energy Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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