1,1′-Thiocarbonyldiimidazole CAS: 6160-65-2
Catalog Number | XD94191 |
Product Name | 1,1'-Thiocarbonyldiimidazole |
CAS | 6160-65-2 |
Molecular Formula | C7H6N4S |
Molecular Weight | 178.21 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
1,1'-Thiocarbonyldiimidazole (TCDI) is a chemical compound widely used in organic synthesis as an efficient coupling reagent. TCDI possesses a unique structure that enables it to activate carboxylic acids and facilitate the formation of amide bonds, making it a valuable tool in a variety of chemical reactions.One of the primary applications of TCDI is in peptide synthesis. Peptides, which consist of amino acids linked by amide bonds, are essential components in many biological processes. TCDI acts as a coupling reagent by activating the carboxylic acid group of one amino acid and promoting its reaction with the amine group of another amino acid. This activation process involves the formation of an intermediate known as a thiourea, which subsequently reacts with the amine to form the desired peptide bond. TCDI is particularly useful in the synthesis of long peptides and cyclic peptides, enabling efficient and selective formation of amide bonds.Apart from peptide synthesis, TCDI finds applications in the preparation of various amide derivatives. It can be used to couple carboxylic acids with amines, alcohols, or other nucleophiles, leading to the formation of amide bonds. TCDI's reactivity allows for the synthesis of various amide-containing compounds, including pharmaceutical intermediates, agrochemicals, and polymeric materials.TCDI also plays a crucial role in the synthesis of heterocyclic compounds. It can activate carboxylic acids or carboxylic acid derivatives for coupling with nitrogen-containing heterocycles, such as pyrroles or indoles. This enables the formation of complex heterocyclic structures, which are prevalent in many natural products, pharmaceuticals, and materials with unique properties.Additionally, TCDI can be employed in the preparation of various thiourea derivatives. By reacting TCDI with amines, thioureas are formed, which have diverse applications in catalysis, drug discovery, and material science. Furthermore, TCDI can be used as a sulfur donor in reactions involving nucleophilic displacement or sulfur transfer.As with any reactive compound, it is important to handle TCDI with caution and follow proper safety protocols, including the use of appropriate protective equipment and working in a well-ventilated area.In summary, 1,1'-Thiocarbonyldiimidazole (TCDI) is a versatile coupling reagent widely used in organic synthesis. Its ability to activate carboxylic acids and facilitate amide bond formation makes it valuable in peptide synthesis, the preparation of amide derivatives, and the synthesis of heterocyclic compounds. TCDI's versatility and reactivity have made it a valuable tool for chemical researchers in various fields.