Propanoic acid
- Formula: C3H6O2
- Molecular weight: 74.0785
- IUPAC Standard InChIKey: XBDQKXXYIPTUBI-UHFFFAOYSA-N
- CAS Registry Number: 79-09-4
- 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: Propionic acid; Carboxyethane; Ethanecarboxylic acid; Ethylformic acid; Luprisol; Luprosil; Metacetonic acid; Prozoin; Pseudoacetic acid; C2H5COOH; Methylacetic acid; Acide propionique; Kyselina propionova; Propionic acid grain preserver; Sentry grain preserver; Tenox P grain preservative; UN 1848; MonoProp; Antischim B; Propkorn; Propcorn; n-Propionic acid
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, 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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -455.8 ± 2.0 | kJ/mol | N/A | Lebedeva, 1964 | Value computed using ΔfHliquid° value of -510.8±0.1 kj/mol from Lebedeva, 1964 and ΔvapH° value of 55±2 kj/mol from missing citation. |
ΔfH°gas | -455.8 ± 2.0 | kJ/mol | Ccb | Lebedeva, 1964 | Value computed using ΔfHliquid° from Lebedeva, 1964 and ΔvapH° value of 55. kJ/mol from Konicek and Wadso, 1970. |
ΔfH°gas | -455.0 ± 3.2 | kJ/mol | Ccb | Schjanberg, 1935 | Value computed using ΔfHliquid° from Schjanberg, 1935 and ΔvapH° value of 55. kJ/mol from Konicek and Wadso, 1970. estimated uncertainty |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -510.8 ± 0.1 | kJ/mol | Ccb | Lebedeva, 1964 | ALS |
ΔfH°liquid | -510.0 ± 2.5 | kJ/mol | Ccb | Schjanberg, 1935 | estimated uncertainty; DRB |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1527.3 ± 0.1 | kJ/mol | Ccb | Lebedeva, 1964 | Corresponding ΔfHºliquid = -510.74 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -1528. | kJ/mol | Ccb | Schjanberg, 1935 | Corresponding ΔfHºliquid = -510.0 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 191.0 | J/mol*K | N/A | Martin and Andon, 1982 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
158.6 | 298.15 | Biros, Sikora, et al., 1982 | T = 270 to 370 K. Equation only. Cp = 129.7 - 0.1263 T + 0.0007486 T2 J/mol*K.; DH |
152.8 | 298.15 | Martin and Andon, 1982 | T = 13 to 450 K. Data also given by equation.; DH |
154.6 | 333.15 | Woycicka and Kalinowska, 1978 | DH |
151. | 298.15 | Konicek and Wadso, 1971 | DH |
159.4 | 289. | Radulescu and Jula, 1934 | DH |
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, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
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 |
---|---|---|---|---|---|
Tboil | 414. ± 1. | K | AVG | N/A | Average of 62 out of 65 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 252. ± 2. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 252.65 | K | N/A | Martin and Andon, 1982, 2 | Uncertainty assigned by TRC = 0.06 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 607. ± 10. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 46.68 | bar | N/A | Andereya and Chase, 1990 | Uncertainty assigned by TRC = 0.50 bar; TRC |
Pc | 45.30 | bar | N/A | Ambrose and Ghiassee, 1987 | Uncertainty assigned by TRC = 0.50 bar; TRC |
Pc | 48.1014 | bar | N/A | D'Souza and Teja, 1987 | Uncertainty assigned by TRC = 0.90 bar; Ambrose's procedure; TRC |
Pc | 40.60 | bar | N/A | Efremova and Sokolova, 1972 | Uncertainty assigned by TRC = 4.053 bar; TRC |
Pc | 53.60 | bar | N/A | Vespigniani, 1903 | Uncertainty assigned by TRC = 5.0663 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 4.51 | mol/l | N/A | Efremova and Sokolova, 1972 | Uncertainty assigned by TRC = 0.0450 mol/l; TRC |
ρc | 4.25 | mol/l | N/A | Anonymous, 1928 | Uncertainty assigned by TRC = 0.08 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 51. ± 20. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
47.0 | 358. | A | Stephenson and Malanowski, 1987 | Based on data from 343. to 419. K.; AC |
60.6 | 429. | A | Stephenson and Malanowski, 1987 | Based on data from 414. to 511. K.; AC |
46.4 | 360. | A | Stephenson and Malanowski, 1987 | Based on data from 345. to 401. K.; AC |
56.0 | 303. | N/A | Tamir, Dragoescu, et al., 1983 | AC |
48.3 | 343. | N/A | Ambrose, Ellender, et al., 1981 | Based on data from 328. to 437. K.; AC |
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 |
---|---|---|---|---|---|
345.54 to 401.49 | 4.74558 | 1679.869 | -59.832 | Dreisbach and Shrader, 1949 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
74. ± 1. | 233. | TE | Calis-Van Ginkel, Calis, et al., 1978 | Based on data from 225. to 238. K.; AC |
73. ± 1. | 233. | ME | Calis-Van Ginkel, Calis, et al., 1978 | AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.66 | 252.7 | Domalski and Hearing, 1996 | See also Martin and Andon, 1982.; AC |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
10.660 | 252.65 | crystaline, I | liquid | Martin and Andon, 1982 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
42.19 | 252.65 | crystaline, I | liquid | Martin and Andon, 1982 | DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, 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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar
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
By formula: C3H5O2- + H+ = C3H6O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1454. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrH° | 1454. ± 12. | kJ/mol | G+TS | Cumming and Kebarle, 1978 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1424. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrG° | 1424. ± 8.4 | kJ/mol | IMRE | Cumming and Kebarle, 1978 | gas phase; B |
By formula: I- + C3H6O2 = (I- • C3H6O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 69.5 ± 4.2 | kJ/mol | TDAs | Caldwell and Kebarle, 1984 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 43.9 ± 4.2 | kJ/mol | TDAs | Caldwell and Kebarle, 1984 | gas phase; B |
+
= C9H11O2S-
By formula: C6H5S- + C3H6O2 = C9H11O2S-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 83.7 ± 1.7 | kJ/mol | TDAs | Sieck and Meot-ner, 1989 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 51.9 ± 5.4 | kJ/mol | TDAs | Sieck and Meot-ner, 1989 | gas phase; B |
By formula: C2H6O + C3H6O2 = C5H10O2 + H2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -22.6 ± 0.42 | kJ/mol | Eqk | Essex and Sandholzer, 1938 | liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -23.54 kJ/mol; ALS |
By formula: C6H10O3 + H2O = 2C3H6O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -56.6 ± 0.4 | kJ/mol | Cm | Conn, Kistiakowsky, et al., 1942 | liquid phase; Heat of hydrolysis at 303 K; ALS |
By formula: H2 + C3H4O2 = C3H6O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -127.0 ± 0.8 | kJ/mol | Chyd | Skinner and Snelson, 1959 | liquid phase; solvent: Acetic acid; ALS |
By formula: C4H8O2 + H2O = CH4O + C3H6O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -60.17 ± 0.92 | kJ/mol | Eqk | Guthrie and Cullimore, 1980 | liquid phase; ALS |
+
+
= C3H8NO6-
By formula: NO3- + H2O + C3H6O2 = C3H8NO6-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 16.3 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 2000 | gas phase; B |
By formula: CO3 + H2O + C3H6O2 = C4H8O6-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 16.7 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 2000 | gas phase; B |
+
= C3H6NO5-
By formula: NO3- + C3H6O2 = C3H6NO5-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 50.21 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 2000 | gas phase; B |
+
= C3H6NO4-
By formula: NO2- + C3H6O2 = C3H6NO4-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 52.30 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 2000 | gas phase; B |
By formula: Na+ + C3H6O2 = (Na+ • C3H6O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 118. ± 5.9 | kJ/mol | CIDT | Moision and Armentrout, 2002 | RCD |
Henry's Law data
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), 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: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference | Comment |
---|---|---|---|---|
5700. | M | N/A | ||
6200. | M | N/A | The value given here was measured at a liquid phase volume mixing ratio of 1 ppmv. missing citation found that the Henry's law constant changes at higher concentrations. | |
2200. | Q | N/A | ||
2300. | M | N/A |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, IR Spectrum, 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
L - Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C3H6O2+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 10.44 ± 0.06 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 797.2 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 766.2 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.4 | EI | Arakawa, 1990 | LL |
10.51 | PI | Traeger, 1985 | LBLHLM |
10.41 | EI | Holmes, Fingas, et al., 1981 | LLK |
10.41 | EI | Holmes and Lossing, 1980 | LLK |
10.525 ± 0.003 | PI | Watanabe, Yokoyama, et al., 1974 | LLK |
10.54 | PE | Watanabe, Yokoyama, et al., 1973 | LLK |
10.44 ± 0.03 | PE | Thomas, 1972 | LLK |
10.24 ± 0.03 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
10.51 | PE | Benoit and Harrison, 1977 | Vertical value; LLK |
10.72 | PE | Kimura, Katsumata, et al., 1975 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CHO2+ | 12.6 | ? | EI | Arakawa, 1990 | LL |
CHO2+ | 12.84 | C2H5 | EI | Bernecker and Long, 1961 | RDSH |
C2H5+ | 12.4 | COOH | EI | Arakawa, 1990 | LL |
C2H5+ | 12.90 | ? | EI | Bernecker and Long, 1961 | RDSH |
C3H3O+ | 13.1 | ? | EI | Arakawa, 1990 | LL |
C3H4O+ | 10.9 | H2O | EI | Arakawa, 1990 | LL |
C3H4O+ | 11.57 | H2O | EI | Bernecker and Long, 1961 | RDSH |
C3H5O+ | 11.2 | OH | EI | Arakawa, 1990 | LL |
C3H5O+ | 11.00 | OH | PI | Traeger, 1985 | LBLHLM |
C3H5O+ | 12.20 | OH | EI | Bernecker and Long, 1961 | RDSH |
C3H5O2+ | 11.1 | H | EI | Arakawa, 1990 | LL |
C3H5O2+ | 11.70 | H | EI | Bernecker and Long, 1961 | RDSH |
De-protonation reactions
By formula: C3H5O2- + H+ = C3H6O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1454. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrH° | 1454. ± 12. | kJ/mol | G+TS | Cumming and Kebarle, 1978 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1424. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrG° | 1424. ± 8.4 | kJ/mol | IMRE | Cumming and Kebarle, 1978 | gas phase; B |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Additional Data
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Download spectrum in JCAMP-DX format.
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 |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR 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
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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 | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 290898 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics 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.
Lebedeva, 1964
Lebedeva, N.D.,
Heats of combustion of monocarboxylic acids,
Russ. J. Phys. Chem. (Engl. Transl.), 1964, 38, 1435-1437. [all data]
Konicek and Wadso, 1970
Konicek, J.; Wadso, I.,
Enthalpies of vaporization of organic compounds. VII. Some carboxylic acids,
Acta Chem. Scand., 1970, 24, 2612-26. [all data]
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]
Martin and Andon, 1982
Martin, J.F.; Andon, R.J.L.,
Thermodynamic properties of organic oxygen compounds. Part LII. Molar heat capacity of ethanoic, propanoic, and butanoic acids,
J. Chem. Thermodynam., 1982, 14, 679-688. [all data]
Biros, Sikora, et al., 1982
Biros, J.; Sikora, A.; Zivny, A.; Pouchly, J.,
Heat capacity of monomer models of some hydrophilic polymers in aqueous solution from 20° to 60°C,
Collect Czech. Chem. Commun., 1982, 47(10), 2692-2701. [all data]
Woycicka and Kalinowska, 1978
Woycicka, M.; Kalinowska, B.,
Excess entahlpy and heat capacities of diluted propionic acid solutions in n-heptane, Bull. Acad. Pol. Sci.,
Ser. Sci. Chim., 1978, 26, 371-375. [all data]
Konicek and Wadso, 1971
Konicek, J.; Wadso, I.,
Thermochemical properties of some carboxylic acids, amines and N-substituted amides in aqueous solution,
Acta Chem. Scand., 1971, 25, 1541-1551. [all data]
Radulescu and Jula, 1934
Radulescu, D.; Jula, O.,
Beiträge zur Bestimmung der Abstufung der Polarität des Aminstickstoffes in den organischen Verbindungen,
Z. Phys. Chem., 1934, B26, 390-393. [all data]
Martin and Andon, 1982, 2
Martin, J.F.; Andon, R.J.L.,
Thermodynamic properties of organic oxygen compounds. Part LII. Molar heat capacity of ethanoic, propanoic, and butanoic acids.,
J. Chem. Thermodyn., 1982, 14, 679-88. [all data]
Andereya and Chase, 1990
Andereya, E.; Chase, J.D.,
Chem. Eng. Technol., 1990, 13, 304-12. [all data]
Ambrose and Ghiassee, 1987
Ambrose, D.; Ghiassee, N.B.,
Vapor Pressures and Critical Temperatures and Critical Pressures of Some Alkanoic Acids: C1 to C10,
J. Chem. Thermodyn., 1987, 19, 505. [all data]
D'Souza and Teja, 1987
D'Souza, R.; Teja, A.S.,
The prediction of the vapor pressures of carboxylic acids,
Chem. Eng. Commun., 1987, 61, 13. [all data]
Efremova and Sokolova, 1972
Efremova, G.D.; Sokolova, E.S.,
Boundary curve and critical parameters of propionic acid,
Russ. J. Phys. Chem. (Engl. Transl.), 1972, 46, 1084. [all data]
Vespigniani, 1903
Vespigniani, G.R.,
Gazz. Chim. Ital., 1903, 33, 73-8. [all data]
Anonymous, 1928
Anonymous, B.,
International Critical Tables of Numerical Data, Phys., Chem. Technol. Vol. III, Washburn, E. W., Ed., McGraw-Hill, NY, 1928. [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]
Tamir, Dragoescu, et al., 1983
Tamir, Abraham; Dragoescu, Claudia; Apelblat, Alexander; Wisniak, Jaime,
Heats of vaporization and vapor-liquid equilibria in associated solutions containing formic acid, acetic acid, propionic acid and carbon tetrachloride,
Fluid Phase Equilibria, 1983, 10, 1, 9-42, https://doi.org/10.1016/0378-3812(83)80002-8
. [all data]
Ambrose, Ellender, et al., 1981
Ambrose, D.; Ellender, J.H.; Gundry, H.A.; Lee, D.A.; Townsend, R.,
Thermodynamic properties of organic oxygen compounds LI. The vapour pressures of some esters and fatty acids,
The Journal of Chemical Thermodynamics, 1981, 13, 8, 795-802, https://doi.org/10.1016/0021-9614(81)90069-0
. [all data]
Dreisbach and Shrader, 1949
Dreisbach, R.R.; Shrader, S.A.,
Vapor Pressure--Temperature Data on Some Organic Compounds,
Ind. Eng. Chem., 1949, 41, 12, 2879-2880, https://doi.org/10.1021/ie50480a054
. [all data]
Calis-Van Ginkel, Calis, et al., 1978
Calis-Van Ginkel, C.H.D.; Calis, G.H.M.; Timmermans, C.W.M.; de Kruif, C.G.; Oonk, H.A.J.,
Enthalpies of sublimation and dimerization in the vapour phase of formic, acetic, propanoic, and butanoic acids,
The Journal of Chemical Thermodynamics, 1978, 10, 11, 1083-1088, https://doi.org/10.1016/0021-9614(78)90082-4
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P.,
Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria,
Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092
. [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]
Caldwell and Kebarle, 1984
Caldwell, G.; Kebarle, P.,
Binding energies and structural effects in halide anion-ROH and -RCOOH complexes from gas phase equilibria measurements,
J. Am. Chem. Soc., 1984, 106, 967. [all data]
Sieck and Meot-ner, 1989
Sieck, L.W.; Meot-ner, M.,
Ionic Hydrogen Bond and Ion Solvation. 8. RS-..HOR Bond Strengths. Correlation with Acidities.,
J. Phys. Chem., 1989, 93, 4, 1586, https://doi.org/10.1021/j100341a079
. [all data]
Essex and Sandholzer, 1938
Essex, H.; Sandholzer, M.,
The free energy of formation of ethyl propionate,
J. Phys. Chem., 1938, 42, 317-333. [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]
Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A.,
Heats of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides,
J. Am. Chem. Soc., 1942, 64, 1747-17. [all data]
Skinner and Snelson, 1959
Skinner, H.A.; Snelson, A.,
Heats of hydrogenation Part 3.,
Trans. Faraday Soc., 1959, 55, 405-407. [all data]
Guthrie and Cullimore, 1980
Guthrie, J.P.; Cullimore, P.A.,
Effect of the acyl substituent on the equilibrium constant for hydration of esters,
Can. J. Chem., 1980, 58, 1281-1294. [all data]
Viidanoja, Reiner, et al., 2000
Viidanoja, J.; Reiner, T.; Kiendler, A.; Grimm, F.; Arnold, F.,
Laboratory investigations of negative ion molecule reactions of propionic, butyric, glyoxylic, pyruvic, and pinonic acids,
Int. J. Mass Spectrom., 2000, 194, 1, 53-68, https://doi.org/10.1016/S1387-3806(99)00172-4
. [all data]
Moision and Armentrout, 2002
Moision, R.M.; Armentrout, P.B.,
Experimental and Theoretical Dissection of Sodium Cation/Glycine Interactions,
J. Phys. Chem A, 2002, 106, 43, 10350, https://doi.org/10.1021/jp0216373
. [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]
Arakawa, 1990
Arakawa, R.,
Time-resolved dissociation of ionized propanoic acid,
Bull. Chem. Soc. Jpn., 1990, 61, 754. [all data]
Traeger, 1985
Traeger, J.C.,
Heat of formation for the propanoyl cation by photoionization mass spectrometry,
Org. Mass Spectrom., 1985, 20, 223. [all data]
Holmes, Fingas, et al., 1981
Holmes, J.L.; Fingas, M.; Lossing, F.P.,
Towards a general scheme for estimating the heats of formation of organic ions in the gas phase. Part I. Odd-electron cations,
Can. J. Chem., 1981, 59, 80. [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]
Watanabe, Yokoyama, et al., 1974
Watanabe, I.; Yokoyama, Y.; Ikeda, S.,
Vibrational structures in the He(I) photoelectron spectra of carboxylic acids,
Bull. Chem. Soc. Jpn., 1974, 47, 627. [all data]
Watanabe, Yokoyama, et al., 1973
Watanabe, I.; Yokoyama, Y.; Ikeda, S.,
Lone pair ionization potentials of carboxylic acids determined by He(I) photoelectron spectroscopy,
Bull. Chem. Soc. Jpn., 1973, 46, 1959. [all data]
Thomas, 1972
Thomas, R.K.,
Photoelectron spectroscopy of hydrogen-bonded systems: spectra of monomers, dimers and mixed complexes of carboxylic acides,
Proc. R. Soc. London A:, 1972, 331, 249. [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]
Kimura, Katsumata, et al., 1975
Kimura, K.; Katsumata, S.; Yamazaki, T.; Wakabayashi, H.,
UV photoelectron spectra and sum rule consideration; out-of-plane orbitals of unsaturated compounds with planar-skeleton structure,
J. Electron Spectrosc. Relat. Phenom., 1975, 6, 41. [all data]
Bernecker and Long, 1961
Bernecker, R.R.; Long, F.,
Some organic positive ions and their parent radicals and molecules,
J. Phys. Chem., 1961, 65, 1565. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
AE Appearance energy Cp,liquid Constant pressure heat capacity of liquid IE (evaluated) Recommended ionization energy Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation 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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