Diphenylcarbazone

1,5-Diphenylcarbazone (or simply Diphenylcarbazone) is a chemical compound from the group of the carbazones (nitrogen compounds with the basic structure HN=N-CO-NH-NH2).

Diphenylcarbazone
Names
IUPAC name
1-anilino-3-phenyliminourea
Other names
  • 1,5-Diphenylcarbazone
  • sym-Diphenylcarbazone
  • s-Diphenylcarbazone
  • Diphenylcarbazone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.909
EC Number
  • 208-698-0
UNII
Properties
C13H12N4O
Molar mass 240.26 g·mol−1
Appearance yellow to red odorless solid[1]
Melting point 157 °C[2]
poor[1]
Hazards[3]
GHS pictograms
GHS Signal word Warning
H302, H315, H319, H335[4]
P261, P264, P270, P271, P280, P301+312, P302+352, P304+340, P305+351+338, P312, P321, P330, P332+313, P337+313, P362, P403+233, P405, P501[4]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Properties

Diphenylcarbazone is an orange solid that dissolves well in Ethanol, Chloroform and Benzene and is almost insoluble in water.[1][2] It forms a purple complex compound with Hg(II) ions. Likewise, other metal ions, such as Cr(III) ions form colored complexes with Diphenylcarbazone. Diphenylcarbazone can be produced from Diphenylcarbazide via oxidation. Certain commercial products of diphenylcarbazone are a mixture with Diphenylcarbazide, which also forms colored complex compounds with certain metal ions.

Uses

Diphenylcarbazone is used as an indicator for endpoint determination in mercurimetry: If a Sodium chloride solution is titrated with Mercury(II) nitrate solution, undissociated Mercury(II) chloride is formed. If the end point is exceeded, then the color complex forms with diphenylcarbazone. This method is used in water analysis to determine chloride. If you add a certain amount of mercury(II) nitrate solution in excess to a chloride solution, you can determine the color intensity of the complex photometricallyphotometrically and thus deduce the chloride content.

References
  1. "Diphenylcarbazone 538-62-5 | TCI EUROPE N.V." www.tcichemicals.com.
  2. Entry on 1,5-Diphenylcarbazon. In: Römpp Online. Georg Thieme Verlag, accessed on 1. August 2014
  3. SDS on 1,5-Diphenylcarbonohydrazone by TCI Europe, accessed on May 27, 2020
  4. "1,5-Diphenylcarbazone". pubchem.ncbi.nlm.nih.gov. Retrieved 7 June 2020.
     This article incorporates public domain material from websites or documents of the National Institutes of Health.
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