3-Bromo-6-iodo-thieno[3,2-bjthiophene(CAS#1394840-27-7)
3-Bromo-6-iodo-thieno[3,2-bjthiophene(CAS#1394840-27-7)
Physicochemical properties
Appearance: Usually solid, the appearance may be light yellow to brown crystalline powder, etc., the specific color and morphology may be affected by the synthesis method and purity.
Solubility: Generally insoluble in water, this is due to the lack of sufficient hydrophilic groups in its molecule, and the presence of aromatic rings and halogen atoms increases the hydrophobicity of the molecule. In common organic solvents, such as methylene chloride, chloroform, toluene, etc., there may be a certain solubility, but in methanol, ethanol and other polar organic solvents may have relatively poor solubility.
Stability: The compound is relatively stable under the conditions of room temperature and pressure, protection from light and dryness. However, due to the presence of halogen atoms such as bromine and iodine, under certain conditions, such as in a strong alkaline environment, high temperature or contact with some reagents with strong nucleophilic or strong oxidizing properties, chemical reactions may occur, resulting in the substitution of halogen atoms or other types of conversion reactions.
Synthesis method
In general, bromine and iodine atoms can be introduced by halogenation from thiophene and [3,2-b]thiophene. For example, a suitable brominating reagent, such as N-bromosuccinimide (NBS), is used to undermine thiophene[3,2-b]thiophene at position 3 under appropriate reaction conditions, such as in an organic solvent and under the action of an initiator or light, to obtain 3-bromothiophene and [3,2-b]thiophene. Then, iodination reagents, such as a combination of potassium iodide and hydrogen peroxide, are used to iodine 3-bromothiophene [3,2-b]thiophene at position 6 in a specific reaction system, so as to obtain the target product 3-bromo-6-iodothiophene [3,2-b]thiophene.
Fields of application
Organic synthesis intermediate: It is a very important organic synthesis intermediate, which can be used to construct various organic compounds with special structures and functions. The bromine atom and iodine atom in the molecule can be used as the active site, and through nucleophilic substitution, coupling and other reactions with other organic reagents, different functional groups or molecular fragments can be introduced, so as to synthesize pharmaceutical intermediates and material intermediates with specific uses.
