Diphenylcarbazone

Diphenylcarbazone
Names
	IUPAC name 1-anilino-3-phenyliminourea
	Other names 1,5-Diphenylcarbazone; sym-Diphenylcarbazone; s-Diphenylcarbazone; Diphenylcarbazone;
Identifiers
CAS Number	119295-41-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	10402;
ECHA InfoCard	100.007.909
EC Number	208-698-0;
PubChem CID	10860;
UNII	96YS88318X ;
CompTox Dashboard (EPA)	DTXSID5060225 ;
	InChI InChI=1S/C13H12N4O/c18-13(16-14-11-7-3-1-4-8-11)17-15-12-9-5-2-6-10-12/h1-10,14H,(H,16,18) Key: ZFWAHZCOKGWUIT-UHFFFAOYSA-N;
	SMILES C1=CC=C(C=C1)NNC(=O)N=NC2=CC=CC=C2;
Properties
Chemical formula	C13H12N4O
Molar mass	240.26 g·mol−1
Appearance	yellow to red odorless solid
Melting point	157 °C
Solubility in water	poor
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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).

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 photometrically and thus deduce the chloride content.

References

^ ^a ^b ^c "Diphenylcarbazone 538-62-5 | TCI EUROPE N.V." www.tcichemicals.com.
^ ^a ^b Entry on 1,5-Diphenylcarbazon. In: Römpp Online. Georg Thieme Verlag, accessed on 1. August 2014
^ ^a ^b "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.
^ SDS on 1,5-Diphenylcarbonohydrazone by TCI Europe, accessed on May 27, 2020

[TCIEuropeDe-1] "Diphenylcarbazone 538-62-5 | TCI EUROPE N.V." www.tcichemicals.com.

[ROnline-2] Entry on 1,5-Diphenylcarbazon. In: Römpp Online. Georg Thieme Verlag, accessed on 1. August 2014

[Pubchem-3] "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.

[TCIEurope-4] SDS on 1,5-Diphenylcarbonohydrazone by TCI Europe, accessed on May 27, 2020

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