(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
The 3d structure may be viewed using Java or Javascript. - Stereoisomers:
- 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-
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
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 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) |
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 |
|---|---|---|
| 8.90 | 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.
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]
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:
ΔcH°solid Enthalpy of combustion of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.