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 Copy

  
• IUPAC Standard InChIKey: VEQOALNAAJBPNY-UHFFFAOYSA-N Copy
• 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
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • References
  • Notes
• Other data available:
  • Gas Chromatography
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Condensed phase thermochemistry 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: Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of fusion

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 and Joel F. Liebman

Ionization energy determinations

Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

UV/Visible spectrum

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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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

References

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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]

Brown, et al., 1949
Brown, R.D., et al., J. Chem. Soc., 1949, 2812. [all data]

Notes

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• 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
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