Propanoic acid
- Formula: C3H6O2
- Molecular weight: 74.0785
- IUPAC Standard InChI: InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)
- 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
View 3d structure (requires JavaScript / HTML 5) - 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, Ion clustering 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: 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, Ion clustering 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 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 |
Ion clustering 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:
B - John E. Bartmess
RCD - Robert C. Dunbar
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
+
= 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: 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 |
+
= 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 |
+
= 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 |
+
+
= 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: Na+ + C3H6O2 = (Na+ • C3H6O2)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 118. ± 5.9 | kJ/mol | CIDT | Moision and Armentrout, 2002 | RCD |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Ion clustering data, 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]
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]
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]
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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Ion clustering data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions 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 ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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