Indophenol

Indophenol

Names
IUPAC name 4-(4-hydroxyphenyl)iminocyclohexa-2,5-dien-1-one
Identifiers
CAS Registry Number	500-85-6 Y
ChemSpider	9951 Y
InChI InChI=1S/C12H9NO2/c14-11-5-1-9(2-6-11)13-10-3-7-12(15)8-4-10/h1-8,14H Y Key: RSAZYXZUJROYKR-UHFFFAOYSA-N Y 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
Jmol-3D images	Image
PubChem	10379
SMILES O=C/2/C=C\C(=N\c1ccc(O)cc1)\C=C\2
Properties
Molecular formula	C12H9NO2
Molar mass	199.21 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Indophenol is an organic compound with the formula OC₆H₄N(H)C₆H₄OH. 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]

Bertholet test

In the Bertholet test, 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