Name | Diphenylthiocarbazone |
Synonyms | Dithizone methanethione Diphenylthiocarbazone Dithizone Practical Grade DIPHENYLTHIOCARBAZONE, REAG Dithizone,Diphenylthiocarbazone DITHIZONE FOR ANALYSIS (1,5-DIPHENYLT N',N'-diphenyldiazenecarbothiohydrazide Dithizone ACS Diphenylthiocarbazone ACS (E)-N',2-diphenyldiazenecarbothiohydrazide |
CAS | 60-10-6 |
EINECS | 200-454-1 |
InChI | InChI=1/C13H12N4S/c14-15-13(18)16-17(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,14H,(H,16,18) |
Molecular Formula | C13H12N4S |
Molar Mass | 256.33 |
Density | 1.2578 (rough estimate) |
Melting Point | 168 °C (dec.) (lit.) |
Boling Point | 376.1±25.0 °C(Predicted) |
Flash Point | 167.208°C |
Water Solubility | Soluble in ethanol, chloroform, dimethylsulfoxide, and pyridine. Insoluble in water. |
Solubility | Soluble in ethanol (30 mg/ml), chloroform, DMSO, and pyridine (10 mg/ml). Insoluble in |
Vapor Presure | 0mmHg at 25°C |
Appearance | Blue black crystalline powder |
Color | Black powder |
Merck | 14,3377 |
BRN | 748838 |
pKa | pK1:4.50;pK2:15 (25°C) |
Storage Condition | no restrictions. |
Stability | Stable. Incompatible with strong oxidizing agents. |
Sensitive | Sensitive to light |
Refractive Index | 1.5700 (estimate) |
MDL | MFCD00003025 |
Physical and Chemical Properties | Blue-black crystalline powder. Melting point 165-169 ℃ (decomposition). Easily soluble in chloroform and carbon tetrachloride, slightly soluble in alcohol, insoluble in water. |
Use | For the determination of lead, zinc, bismuth, cobalt, cadmium, copper, mercury, silver and other reagents |
Hazard Symbols | Xi - Irritant |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
UN IDs | 2811 |
WGK Germany | 3 |
RTECS | LQ9450000 |
TSCA | Yes |
HS Code | 29309090 |
Hazard Class | 6.1 |
Packing Group | III |
chemical properties | blue-black crystalline powder. Melting point 165-169 ℃ (decomposition). Easily soluble in chloroform and carbon tetrachloride, slightly soluble in alcohol, insoluble in water. |
use | this product is a complexing indicator for the determination of trace edges and is used for the determination of cobalt, copper, mercury, zinc, silver, etc. The typical colorimetric reagent is diphenylthiocarbazone (diphenyl-thiocarbazone), usually called dithizone dithizone, which was discovered by Emile Fischer in 1882. He observed that dithizone is easy to form with metal ions. Colored compounds, but he did not continue this research. In 1926, Helmut Fischer studied this compound and reported the possibility of using it for analysis. This possibility was most fully utilized in the 30 s. used as a reagent for the determination of lead, zinc, bismuth, cobalt, cadmium, copper, mercury, silver, etc. a sensitive reagent for lead, and used for the determination of cobalt, copper, mercury, zinc and silver, etc.; Complexation indicator |
Production method | Prepare as follows. 1. Preparation of phenylhydrazine dithiocarbate. Dissolve 13g phenylhydrazine in 60ml ether and add 5.2ml carbon disulfide dropwise. The resulting white precipitate was filtered out and washed with ether to obtain about 15g. 2. Preparation of diphenyldithiosemicarbazone. The above-mentioned products are placed in a beaker and heated in a water bath at 96-98°C. After the material is melted, hydrogen sulfide is released and turned into a yellowish jelly. If ammonia is released, remove it from the hot bath and cool it with water. Then use cold. Then use cold again, add 15ml of water and absolute ethanol, take it out of the ice bath, stir it slightly hot, then the jelly becomes a crystalline product, filter it, and wash it with ethanol to obtain about 7.5g. 3. Preparation of dithizone. Add the above-mentioned diphenyldiaminosilazourea to the caustic potassium solution (6g of potassium hydroxide dissolved in 60ml of anhydrous methanol), reflow in a boiling water bath for 5min, and take out and cool in an ice bath. Filtration, the filtrate is acidified with sulfuric acid until Congo red test paper changes color, and dark blue precipitate is precipitated. Filter, the precipitate is treated with caustic potassium solution and sulfuric acid, and washed with water until no sulfate exists after filtration. Drying at 40 ℃ to obtain about 3g of dithizone. |
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