Name | 1,1'-Thiocarbonyldiimidazole |
Synonyms | TCDI DiiMidaz 1,1-Thiocarbonyldiimidazole 1,1'-THIOCARBONYLDIIMIDAZOLE N,N'-Thiocarbonyldiimidazole 1,1'-Thiocarbonyldiimidazole N,N'-THIOCARBONYLDIIMIDAZOLE 1,1-thiocarbonylbis(imidazole) 1,1'-thiocarbonylbis(imidazole) di-1H-imidazol-1-ylmethanethione N, N - sulfur carbonyl iMidazole 1,1'-CARBONOTHIOYLBIS-1H-IMIDAZOLE 1-(1H-IMidazol-1-ylcarbothioyl)-1H-iMidazole |
CAS | 6160-65-2 |
EINECS | 228-183-4 |
InChI | InChI=1/C7H6N4S/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H |
InChIKey | RAFNCPHFRHZCPS-UHFFFAOYSA-N |
Molecular Formula | C7H6N4S |
Molar Mass | 178.21 |
Density | 1.3046 (rough estimate) |
Melting Point | 98-102°C(lit.) |
Boling Point | 342°C (rough estimate) |
Flash Point | 190.1°C |
Water Solubility | decomposes |
Solubility | Soluble in terahydrofuran, toluene and dichloromethane. |
Vapor Presure | 2.58E-06mmHg at 25°C |
Appearance | Yellow powder |
Color | Bright yellow |
BRN | 609349 |
pKa | 1.96±0.10(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable, but air and moisture sensitive. Incompatible with strong oxidizing agents, strong acids. |
Sensitive | Moisture Sensitive |
Refractive Index | 1.5500 (estimate) |
MDL | MFCD00005289 |
Use | For the protection of groups in biochemical synthesis reactions and the connection of protein peptide chains |
Hazard Symbols | Xi - Irritant |
Risk Codes | R22 - Harmful if swallowed R34 - Causes burns |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 9-21 |
HS Code | 29332900 |
Hazard Note | Irritant/Keep Cold/Moisture Sensitive |
preparation | N,N'-thiocarbonyldiimidazole can be prepared from 1-(trimethylsilyl) imidazole and thiophosgene were prepared by one-step reaction. 1-(trimethylsilyl) imidazole (7.7g,55mmol) was placed in a flame drying flask equipped with a high efficiency condenser, together with 50ml of dry benzene (distilled from CaH2). The flask was filled with a nitrogen atmosphere and cooled to a temperature of 0 °c. Thiphosgene (3.2g,28 mmol) was added slowly to the flask using a syringe. After the addition, the mixture was stirred at 0 °c for an additional 1 hour. The solvent was removed under vacuum in the chamber to give a yellow solid. The solid was dried under high vacuum for several days to give a yellow solid (4.81g) in 98% yield, mp 98-100 degrees. |
uses | used for group protection and protein peptide chain connection in biochemical synthesis reactions pharmaceutical raw materials and intermediates. |