(Z)-3-Phenyl-2-propenoic 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-SREVYHEPSA-N
- CAS Registry Number: 102-94-3
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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- Other names: (Z)-Cinnamic acid; cis-β-Carboxystyrene; cis-Cinnamic acid; Allocinnamic acid; Cinnamic acid, (Z)-; Isocinnamic acid; 2-Propenoic acid, 3-phenyl-, (Z)-; (2Z)-3-Phenyl-2-propenoic acid; Cinnamic acid, cis-
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔcH°solid | -1047.75 ± 0.41 | kcal/mol | Ccb | Eisenlohr and Metzner, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1046.3 kcal/mol; Solid m.p 68 °C; Corresponding ΔfHºsolid = -71.97 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1043.97 ± 0.41 | kcal/mol | Ccb | Eisenlohr and Metzner, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1042.8 kcal/mol; Solid m.p 42°C; Corresponding ΔfHºsolid = -75.75 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1045.35 ± 0.41 | kcal/mol | Ccb | Eisenlohr and Metzner, 1937 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1044.1 kcal/mol; Solid m.p 58°C; Corresponding ΔfHºsolid = -74.37 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1043.50 ± 0.40 | kcal/mol | Ccb | Eisenlohr and Hass, 1935 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1042.7 kcal/mol; Corresponding ΔfHºsolid = -76.22 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1048.1 | kcal/mol | Ccb | Roth and Stoermer, 1913 | Corresponding ΔfHºsolid = -71.6 kcal/mol (simple calculation by NIST; no Washburn corrections) |
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 by: William E. Acree, Jr., James S. Chickos
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference |
|---|---|---|
| 4.051 | 341.2 | Acree, 1991 |
Gas phase ion energetics 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: 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 |
|---|---|---|
| 8.90 | EI | Schaldach, 1984 |
Gas Chromatography
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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
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | CP-Wax 58CB | 2735. | Pabst, Barron, et al., 1991 | 30. m/0.25 mm/0.22 μm, He, 3. K/min; Tstart: 40. C; Tend: 220. C |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Eisenlohr and Metzner, 1937
Eisenlohr, F.; Metzner, A.,
Uber die cis-zimtsauren. I,
Z. Phys. Chem., 1937, 178, 339-349. [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]
Eisenlohr and Hass, 1935
Eisenlohr, F.; Hass, W.,
Uber die cis-zimtsaure,
Z. Phys. Chem., 1935, 173, 249-264. [all data]
Roth and Stoermer, 1913
Roth, W.A.; Stoermer, R.,
Physikalisch-chemische untersuchungen an aromatischen stereoisomeren sauren 1,
Chem. Ber., 1913, 40, 260-280. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [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]
Pabst, Barron, et al., 1991
Pabst, A.; Barron, D.; Etiévant, P.; Schreier, P.,
Studies on the enzymatic hydrolysis of bound aroma constituents from raspberry fruit pulp,
J. Agric. Food Chem., 1991, 39, 1, 173-175, https://doi.org/10.1021/jf00001a034
. [all data]
Notes
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- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfusH Enthalpy of fusion - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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