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:
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Phase change data
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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

Gas Chromatography

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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

Kovats' RI, non-polar column, isothermal

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Kovats' RI, non-polar column, custom temperature program

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Kovats' RI, polar column, custom temperature program

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Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Normal alkane RI, non-polar column, custom temperature program

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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.

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]

Lora-Tamayo, Rams, et al., 1986
Lora-Tamayo, C.; Rams, M.A.; Chacon, J.M.R., Gas Chromatographic Data for 187 Nitrogen- or Phosphorus-Containing Drugs and Metabolites of Toxicological Interest Analysed on Methyl Silicone Capillary Columns, J. Chromatogr., 1986, 374, 73-85, https://doi.org/10.1016/S0378-4347(00)83254-5 . [all data]

Berninger and Möller, 1977
Berninger, H.; Möller, M.R., Retentionsindices zur gaschromatographischen Identifizierung von Arzneimitteln, Arch. Toxicol., 1977, 37, 4, 295-305, https://doi.org/10.1007/BF00330821 . [all data]

Berninger, Grunnagel, et al., 1975
Berninger, H.; Grunnagel, R.; Mall, S.; Moller, M.R., Gas chromatographic identification of unknown substances from body fluids by menas of retention indices, Beitr. Gerichtl. Med., 1975, 33, 185-191. [all data]

Moffat, Stead, et al., 1974
Moffat, A.C.; Stead, A.H.; Smalldon, K.W., Optimum use of paper, thin-layer and gas-liquid chromatography for the identification of basic drugs. III. Gas-liquid chromatography, J. Chromatogr., 1974, 90, 1, 19-33, https://doi.org/10.1016/S0021-9673(01)94770-3 . [all data]

Perrigo and Peel, 1981
Perrigo, B.J.; Peel, H.W., The use of retention indices and temperature-programmed gas chromatography in analytical toxicology, J. Chromatogr. Sci., 1981, 19, 5, 219-226, https://doi.org/10.1093/chromsci/19.5.219 . [all data]

Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1 . [all data]

Notes

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• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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