Indophenol

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Indophenol
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Indophenol molecule
Names
IUPAC name
4-(4-hydroxyphenyl)iminocyclohexa-2,5-dien-1-one
Identifiers
500-85-6 YesY
ChemSpider 9951 YesY
Jmol 3D model Interactive image
PubChem 10379
  • InChI=1S/C12H9NO2/c14-11-5-1-9(2-6-11)13-10-3-7-12(15)8-4-10/h1-8,14H YesY
    Key: RSAZYXZUJROYKR-UHFFFAOYSA-N YesY
  • InChI=1/C12H9NO2/c14-11-5-1-9(2-6-11)13-10-3-7-12(15)8-4-10/h1-8,14H
    Key: RSAZYXZUJROYKR-UHFFFAOYAS
  • O=C/2/C=C\C(=N\c1ccc(O)cc1)\C=C\2
Properties
C12H9NO2
Molar mass 199.21 g·mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Indophenol is an organic compound with the formula OC6H4NC6H4OH. It is deep blue dye that is the product of the Berthelot's reaction, a common test for ammonia.[1] The indophenol group, with various substituents in place of OH and various ring substitutions, is found in many dyes used in hair coloring and textiles.[2]

Berthelot test

In the Berthelot test (1859), a sample suspected of containing ammonia is treated with sodium hypochlorite and phenol. The formation of indophenol is used to determine ammonia and paracetamol by spectrophotometry.[3] Other phenols can be used. Dichlorophenol-indophenol (DCPIP), a form of indophenol, is often used to determine the presence of vitamin C, or ascorbic acid.[4]

See also

Indophenol blue (CAS 132-31-0) is a different compound with systematic name N-(p-dimethylaminophenyl)-1,4-naphthoquinoneimine.[5]

References

  1. Patton, Charles J.; Crouch, S. R. "Spectrophotometric and kinetics investigation of the Berthelot reaction for the determination of ammonia" Analytical Chemistry 1977, volume 49, 464-9. Template:DO
  2. Horst Berneth "Azine Dyes" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a03_213.pub2
  3. Tsuboi, T.; Hirano, Y.; Shibata, Y.; Motomizu, S.: Sensitivity Improvement of Ammonia Determination Based on Flow-Injection Indophenol Spectrophotometry with Manganese(II) Ion as a Catalyst and Analysis of Exhaust Gas of Thermal Power Plant, Analytical Sciences, October 2002, Vol. 18, pp. 1141/4
  4. David Emlyn Hughes "Titrimetric determination of ascorbic acid with 2,6-dichlorophenol indophenol in commercial liquid diets" Journal of Pharmaceutical Sciences 1983, Volume 72, pages 126–129. doi:10.1002/jps.2600720208
  5. Systematic name of idophenol blue


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