Antipyrine
- Formula: C11H12N2O
- Molecular weight: 188.2258
- IUPAC Standard InChI: InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
- IUPAC Standard InChIKey: VEQOALNAAJBPNY-UHFFFAOYSA-N
- CAS Registry Number: 60-80-0
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-2-phenyl-; Analgesine; Anodynin; Anodynine; Antipirin; Antipyrin; Apirelina; Azophen; Azophene; Dimethyloxychinizin; Dimethyloxyquinazine; Fenazone; Methozin; Oxydimethylquinazine; Oxydimethylquinizine; Parodyne; Phenazon; Phenazone; Phenylon; Phenylone; Pyrazophyl; Sedatin; Sedatine; 3-Antipyrine; 1,5-Dimethyl-2-phenyl-3-pyrazolone; 2,3-Dimethyl-1-phenyl-5-pyrazolone; Phenazonum; Phenozone; 1-Phenyl-2,3-dimethyl-5-pyrazolone; 1-Phenyl-2,3-dimethylpyrazole-5-one; 2,3-Dimethyl-1-phenyl-3-pyrazolin-5-one; 1,2-Dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one; Fenazon; Analgesin; NSC 7945; Phenazone (pharmaceutical); Antypirine
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Condensed phase thermochemistry data
Go To: Top, Phase change data, 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: Eugene S. Domalski and Elizabeth D. Hearing
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 268.2 | 323. | Satoh and Sogabe, 1941 | T = 0 to 100°C. Mean value. |
Phase change data
Go To: Top, Condensed phase thermochemistry data, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 382. | K | N/A | Grady, Hays, et al., 1973 | Uncertainty assigned by TRC = 1. K; TRC |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 24.52 | 385.8 | Ohm and Lippold, 1985 | AC |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 and Joel F. Liebman
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.4 | PE | Vondrak, Bastl, et al., 1988 | |
| 7.86 ± 0.05 | PE | Vondrak, Bastl, et al., 1988 | Vertical value |
References
Go To: Top, Condensed phase thermochemistry data, Phase change 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.
Satoh and Sogabe, 1941
Satoh, S.; Sogabe, T.,
The heat capacities of some organic compounds containing nitrogen and the atomic heat of nitrogen. (2), Sci.,
Pap. Inst. Phys. Chem. Res. (Tokyo), 1941, 38, 231-237. [all data]
Grady, Hays, et al., 1973
Grady, L.T.; Hays, S.E.; King, R.H.; Klein, H.R.; Mader, W.J.; Wyatt, D.K.; Zimmere, R.O.,
Drug purity profiles,
J. Pharm. Sci., 1973, 62, 459. [all data]
Ohm and Lippold, 1985
Ohm, A.; Lippold, B.C.,
Surface tension of solid drugs and its correlation with solubility,
Int. J. Pharm. Tech. Prod. Mfg., 1985, 6, 4, 1. [all data]
Vondrak, Bastl, et al., 1988
Vondrak, T.; Bastl, Z.; Bohm, S.,
Gas-phase tautomerism in 2,4-dihydropyrazol-3-ones: An ultraviolet photoelectron spectroscopic study and MNDO molecular orbital calculations,
J. Am. Chem. Soc., 1988, 641. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tfus Fusion (melting) point ΔfusH Enthalpy of fusion - 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.