Dithizone

Base Information

• Chemical Name: Dithizone
• CAS No.: 60-10-6
• Deprecated CAS: 30827-05-5,555-88-4,555-88-4
• Molecular Formula: C13H12N4S
• Molecular Weight: 256.331
• Hs Code.: HCSN=NC6H5 MOL WT.
• European Community (EC) Number: 200-454-1
• NSC Number: 99124,215189,4275
• UNII: NJZ2CJ4D6P
• DSSTox Substance ID: DTXSID0058770
• Nikkaji Number: J4.799F
• Wikipedia: Dithizone
• Wikidata: Q416513
• ChEMBL ID: CHEMBL1492000
• Mol file: 60-10-6.mol

Synonyms:Diphenylthiocarbazone;Dithizon;Dithizone

Chemical Property of Dithizone

Chemical Property:

• Appearance/Colour: dark brown or black crystals
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 168°C (dec.)
• Refractive Index: 1.648
• Boiling Point: 376.1 °C at 760 mmHg
• PKA: pK1:4.50;pK2:15 (25°C)
• Flash Point: 181.2 °C
• PSA: 80.87000
• Density: 1.2 g/cm³
• LogP: 4.13580
• Storage Temp.: Store at room temperature.
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in ethanol, chloroform, dimethylsulfoxide, and pyridine. Insoluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 256.07826757
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

99.9% ^*data from raw suppliers

Dithizone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 22-36/37/38
• Safety Statements: 36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Thiourea Compounds
• Canonical SMILES: C1=CC=C(C=C1)NNC(=S)N=NC2=CC=CC=C2
• Uses: Dithizone 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. Sensitive reagent for several heavy metals, Co, Cu, Pb, and Hg; especially for the estimation of minute amounts of Pb. Dithizone 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.

Technology Process of Dithizone

There total 20 articles about Dithizone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2,6-di-t-butyl-4-(2,3-diphenyl-5-tetrazolylio)phenolate → diphenylthiocarbazone (60-10-6)

Guidance literature:

With Lawessons reagent; In toluene; heated to reflux, 20 min;

DOI:10.1246/bcsj.61.2977

Reference yield:

{AgC13H11N4S} + Diethyldithiocarbamic acid (147-84-2) → silver diethyldithiocarbamate (38351-46-1) + 1,5-diphenyl-thiocarbazone (60-10-6)

Guidance literature:

In tetrachloromethane;

DOI:10.1016/0039-9140(68)80124-9

Reference yield:

{AgC13H11N4S} + As-diethyldithiocarbamate → As(3+)*(C2H5)2NCS2(1-)*C6H5N2CSN2C6H5(2-)={As((C2H5)2NCS2)(C6H5N2CSN2C6H5)} + silver diethyldithiocarbamate (38351-46-1) + 1,5-diphenyl-thiocarbazone (60-10-6)

Guidance literature:

In tetrachloromethane;

upstream raw materials:

diphenyl thiocarbazide

phenylhydrazinium-phenyldithiocarbazate

phenylhydrazine

methyl 2-phenylhydrazinecarbodithioate

Downstream raw materials:

3-phenyl-5-phenylazo-3H-[1,3,4]thiadiazol-2-one

2,3-diphenyl-2,3-dihydrotetrazolium-5-thiolate

1-phenyl-3-thiosemicarbazide

4-Phenyl-2-(phenylazo)-4H-1,3,4-pyrido<3,2-e>thiadiazine

Refernces

• 1、 Stary, J.. "". . p. 359 - 364. Retrieved 1969.
• 2、 Von Eschwege, Karel G.. "Synthesis and kinetics of electronically altered photochromic dithizonatophenylmercury(II) complexes". . p. 159 - 166. Retrieved 2013/03/13.
• 3、 Lobana, Tarlok S,Sidhu, M S,Kumar, Sanjeev,Singh, Randhir. "Kinetics of release of dithizone from mercury(II) dithizonate by triphenylphosphine". . p. 726 - 727. Retrieved 2007/10/02.