trans-Cinnamic acid
- Formula: C9H8O2
- Molecular weight: 148.1586
- IUPAC Standard InChI: InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
- IUPAC Standard InChIKey: WBYWAXJHAXSJNI-VOTSOKGWSA-N
- CAS Registry Number: 140-10-3
- 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. - Stereoisomers:
- Other names: 2-Propenoic acid, 3-phenyl-, (E)-; Cinnamic acid, (E)-; (E)-Cinnamic acid; trans-β-Carboxystyrene; trans-3-Phenyl-2-propenoic acid; trans-3-Phenylacrylic Acid; (E)-3-Phenyl-2-propenoic acid; (2E)-3-Phenyl-2-propenoic acid; (E)-3-Phenylacrylic acid; 2-Propenoic acid, 3-phenyl-, (2E)-; NSC 44010; Cinnamic acid
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Condensed phase thermochemistry data
Go To: Top, 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 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 |
|---|---|---|---|---|---|
| ΔfH°solid | -77.75 | kcal/mol | Ccb | Zavoianu, Ciocazan, et al., 1990 | ALS |
| ΔfH°solid | -80.54 | kcal/mol | Ccb | Parks and Mosher, 1962 | ALS |
| ΔfH°solid | -81.3 | kcal/mol | Ccb | Landrieu, Baylocq, et al., 1929 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1041.9 | kcal/mol | Ccb | Zavoianu, Ciocazan, et al., 1990 | Corresponding ΔfHºsolid = -77.8 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1039.2 ± 0.4 | kcal/mol | Ccb | Parks and Mosher, 1962 | Corresponding ΔfHºsolid = -80.53 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1038.4 | kcal/mol | Ccb | Landrieu, Baylocq, et al., 1929 | Corresponding ΔfHºsolid = -81.3 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 47.20 | 323. | Satoh and Sogabe, 1939 | T = 0 to 100°C. Mean value.; DH |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry 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: Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Ionization energy determinations
| IE (eV) | Method | Reference |
|---|---|---|
| 9.00 ± 0.05 | EI | Schaldach, 1984 |
References
Go To: Top, Condensed phase 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.
Zavoianu, Ciocazan, et al., 1990
Zavoianu, D.; Ciocazan, I.; Moga-Gheorghe, S.; Bornaz, C.,
Structure and reactivity of acids. Heats of combustion and formation of some phenylacrylic acids.,
Rev. Chim. (Bucharest), 1990, 41, 234-236. [all data]
Parks and Mosher, 1962
Parks, G.S.; Mosher, H.P.,
Heats of combustion and formation of seven organic compounds containing oxygen,
J. Chem. Phys., 1962, 37, 919-920. [all data]
Landrieu, Baylocq, et al., 1929
Landrieu, P.; Baylocq, F.; Johnson, J.R.,
Etude thermochimique dans la serie furanique,
Bull. Soc. Chim. France, 1929, 45, 36-49. [all data]
Satoh and Sogabe, 1939
Satoh, S.; Sogabe, T.,
The specific heats of some solid aromatic acids and their ammonium salts and the atomic heat of nitrogen,
Sci. Pap. Inst. Phys. Chem. Res. (Tokyo), 1939, 36, 449-457. [all data]
Schaldach, 1984
Schaldach, B.,
Chemistry of gaseous ions. Part VIII. Bond strength and mass spectrometric fragmentation of 2-methoxycinnamic acid,
Int. J. Mass Spectrom. Ion Processes, 1984, 56, 237. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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