| Identification | More | [Name]
Dithizone | [CAS]
60-10-6 | [Synonyms]
1,5-DIPHENYLTHIOCARBAZONE
DIPHENYLTHIOCARBAZONE
DIPHENYLTHLOCARBAZONE
DITHIZONE
DITHIZONE STANDARD SOLUTION
DITHIZONE, STOCK SOLUTION I
LABOTEST-BB LT00452751
(PHENYLAZO)THIOFORMIC ACID 2-PHENYLHYDRAZIDE
TIMTEC-BB SBB008744
ZERENEX ZX005906
(phenylazo)thio-formicaci2-phenylhydrazide
(Phenylazo)thioformicacid2-phenylhydrazzide
1,5-diphenyl-3-formazanthio
1-phenyl-4-(phenylimino)-3-thio-semicarbazid
Diazenecarbothioicacid,phenyl-,2-phenylhydrazide
diphenylthio-carbazon
diphenylthiocarbazone(dithizone)
dithizon
phenylazo-thioformicaciphenylhydrazide
phenyl-diazenecarbothioicaci2-phenylhydrazide | [EINECS(EC#)]
200-454-1 | [Molecular Formula]
C13H12N4S | [MDL Number]
MFCD00003025 | [Molecular Weight]
256.33 | [MOL File]
60-10-6.mol |
| Chemical Properties | Back Directory | [Appearance]
dark brown or black crystals | [Melting point ]
168 °C (dec.) (lit.) | [Boiling point ]
376.1±25.0 °C(Predicted) | [bulk density]
250kg/m3 | [density ]
1.2578 (rough estimate) | [refractive index ]
1.5700 (estimate) | [storage temp. ]
no restrictions. | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline | [pka]
pK1:4.50;pK2:15 (25°C) | [color ]
Black powder | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in ethanol, chloroform, dimethylsulfoxide, and pyridine. Insoluble in water. | [λmax]
604-607 nm in chloroform | [Merck ]
14,3377 | [BRN ]
748838 | [InChI]
1S/C13H12N4S/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) | [InChIKey]
UOFGSWVZMUXXIY-UHFFFAOYSA-N | [SMILES]
S=C(NNc2ccccc2)N=Nc1ccccc1 | [CAS DataBase Reference]
60-10-6(CAS DataBase Reference) | [EPA Substance Registry System]
Diazenecarbothioic acid, phenyl-, 2-phenylhydrazide (60-10-6) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319 | [Precautionary statements ]
P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2811 | [WGK Germany ]
3 | [RTECS ]
LQ9450000 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29309090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
dark brown or black crystals | [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. | [Uses]
Sensitive reagent for several heavy metals, Co, Cu, Pb, and Hg; especially for the estimation of minute amounts of Pb. | [Definition]
ChEBI: Dithizone is a member of phenylhydrazines. | [General Description]
Dithizone (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 Methods]
The 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.] |
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