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
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • UV/Visible spectrum
  • 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

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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, Mass spectrum (electron ionization), 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
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