Dithizone

Dithizone Basic information
Product Name:Dithizone
Synonyms:Dithizone,Diphenylthiocarbazone;DIPHENYLTHIOCARBAZONE, REAG;Dithizone ACS Diphenylthiocarbazone ACS;Dithizone (min. 98%);DITHIZONE FOR ANALYSIS (1,5-DIPHENYLT;N',2-Diphenyldiazenecarbothiohydrazide 98+%;Dithizone ACS reagent, >=85.0%;Dithizone Practical Grade
CAS:60-10-6
MF:C13H12N4S
MW:256.33
EINECS:200-454-1
Product Categories:Chelating Agents & Ligands;Intermediates & Fine Chemicals;Heterocycles;Pharmaceuticals
Mol File:60-10-6.mol
Dithizone Structure
Dithizone Chemical Properties
Melting point 168 °C (dec.) (lit.)
Boiling point 376.1±25.0 °C(Predicted)
density 1.2578 (rough estimate)
refractive index 1.5700 (estimate)
storage temp. no restrictions.
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pkapK1:4.50;pK2:15 (25°C)
form Crystalline
color Black powder
Water Solubility Soluble in ethanol, chloroform, dimethylsulfoxide, and pyridine. Insoluble in water.
Merck 14,3377
BRN 748838
Stability:Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference60-10-6(CAS DataBase Reference)
EPA Substance Registry SystemDiazenecarbothioic acid, phenyl-, 2-phenylhydrazide (60-10-6)
Safety Information
Hazard Codes Xi
Risk Statements 22-36/37/38
Safety Statements 36-26
RIDADR 2811
WGK Germany 3
RTECS LQ9450000
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29309090
MSDS Information
ProviderLanguage
ALFA English
Dithizone Usage And Synthesis
Chemical Propertiesdark brown or black crystals
UsesDithizone is an organosulfur compound that acts as a chelating agent and forms complexes with metals such as lead and mercury. Dithizone is used to assess the purity of human pancreatic islet preparations used for transplantation into patients with type 1 diabetes.
UsesSensitive reagent for several heavy metals, Co, Cu, Pb, and Hg; especially for the estimation of minute amounts of Pb.
UsesDithizone is used as an indicator for minute amounts of lead. It acts as a chelating agent for heavy metal poisoning. As a ligand, it forms complexes with metals like zinc, lead and mercury. Further, it is used to assess the purity of human pancreatic islet preparations, which is used for transplantation in patients with type 1 diabetes. In addition to this, it is used as a titrant in the quantitative determination of heavy metals.
DefinitionChEBI: Dithizone is a member of phenylhydrazines.
General DescriptionDithizone (Diphenylthiocarbazone) is used as chelating agent for zinc. It is widely used for the liquid-liquid and solid phase extraction of various metals since it forms stable complexes with the metals.
Purification MethodsThe crude dithizone is dissolved in CCl4 to give a concentrated solution. This is filtered through a sintered glass funnel and shaken with 0.8M aqueous ammonia to extract dithizonate ion. The aqueous layer is washed with several portions of CCl4 to remove undesirable materials. The aqueous layer is acidified with dilute H2SO4 to precipitate pure dithizone. This is dried in a vacuum. When only small amounts of dithizone are required, purification by paper chromatography is convenient. [Cooper & Hibbits J Am Chem Soc 75 5084 1933.] Instead of CCl4, CHCl3 can be used, and the final extract, after washing with water, can be evaporated in air at 40-50o and dried in a desiccator. It complexes with Cd, Hg, Ni and Zn. [Beilstein 16 H 26, 16 IV 18.]
Dithizone Preparation Products And Raw materials
Raw materialsMethanol-->Potassium hydroxide-->4-Chlorobenzaldehyde-->Hydrogen Sulfide-->Congo red paper-->Thiocarbohydrazide
Preparation ProductsBleomycin sulfate
N-Aminothiourea Disulfiram Hydrazinium hydroxide solution 1-PHENYL-3-THIOSEMICARBAZIDE Biphenyl THIOFORMAMIDE Bis(cyclohexanone)oxaldihydrazone Azobenzene Carbohydrazide Bithionol Dithizone 1,2-Dimethyl hydrazine Semicarbazide Methylhydrazine Phenylhydrazine DIPHENYLCARBAZONE Thiourea

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