Hippuric acid
- Formula: C9H9NO3
- Molecular weight: 179.1727
- IUPAC Standard InChI: InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)
- IUPAC Standard InChIKey: QIAFMBKCNZACKA-UHFFFAOYSA-N
- CAS Registry Number: 495-69-2
- 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: Glycine, N-benzoyl-; Acetic acid, (benzoylamino)-; Benzamidoacetic acid; Benzoylglycine; N-Benzoylglycine; Phenylcarbonylaminoacetic acid; Acido ippurico; 2-Benzamidoacetic acid; Benzenecarboxamide, N-carboxymethyl-; Benzoylaminoacetic acid; Benzoylglycin; Benzoylglycocoll; NSC 9982
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Condensed phase thermochemistry data
Go To: Top, 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 |
|---|---|---|---|---|---|
| ΔcH°liquid | -1008.09 ± 0.38 | kcal/mol | Ccb | Fairbrother, Skinner, et al., 1957 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | -145.19 ± 0.44 | kcal/mol | Ccb | Oleinik, Mikina, et al., 1979 | ALS |
| ΔfH°solid | -145.54 ± 0.40 | kcal/mol | Ccb | Hubbard, Frow, et al., 1961 | ALS |
| ΔfH°solid | -145.68 | kcal/mol | Ccb | Wagner, 1961 | crystal phase; ALS |
| ΔfH°solid | -146.05 ± 0.32 | kcal/mol | Ccb | Huffman, 1942 | Author's hf298_condensed=-145.86±0.04 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1009. ± 4. | kcal/mol | AVG | N/A | Average of 7 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 57.19 | cal/mol*K | N/A | Huffman, 1941 | Extrapolation below 90 K, 77.32 J/mol*K.; DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 51.9 | 298.15 | Hubbard, Frow, et al., 1961 | DH |
| 51.231 | 298.4 | Huffman, 1941 | T = 85 ot 298 K. Value is unsmoothed experimental datum.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Fairbrother, Skinner, et al., 1957
Fairbrother, D.M.; Skinner, H.A.; Evans, F.W.,
The heats of combustion of organic compounds of nitrogen,
Trans. Faraday Soc., 1957, 53, 779-783. [all data]
Oleinik, Mikina, et al., 1979
Oleinik, B.N.; Mikina, V.D.; Aleksandrov, Yu.I.; Ushcevich, V.F.; Osipova, T.R.; Hrustaleva, K.A.,
A new determination of the energy of combustion of hippuric acid,
J. Chem. Thermodyn., 1979, 11, 145-151. [all data]
Hubbard, Frow, et al., 1961
Hubbard, W.N.; Frow, F.R.; Waddington, G.,
The heats of combustion and formation of pyridine and hippuric acid,
J. Phys. Chem., 1961, 65, 1326-1328. [all data]
Wagner, 1961
Wagner, W.,
Uber die Verwendung von Thermistoren in der Prazisionskalorimetric Ein neues Metallblock-Verbrennungskalorimeter,
Z. Phys. Chem., 1961, 218, 392-416. [all data]
Huffman, 1942
Huffman, H.M.,
Thermal data. XV. The heats of combustion and free energies of some compounds containing the peptide bond,
J. Phys. Chem., 1942, 46, 885-891. [all data]
Huffman, 1941
Huffman, H.M.,
Thermal data. XIV. The heat capacities and entropies of some compounds having the peptide bond,
J. Am. Chem. Soc., 1941, 63, 688-689. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°liquid Enthalpy of combustion of liquid at standard conditions 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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