Description

5,5′-Dibromo-2,2′-bithiazole (CAS No. 216318-95-5) is a high-purity halogenated bithiazole compound with the molecular formula C₆H₂Br₂N₂S₂. This heterocyclic organic compound features two thiazole rings bridged at the 2- and 2′-positions, each substituted with a bromine atom at the 5-position. With an IUPAC name of 5-bromo-2-(5-bromo-1,3-thiazol-2-yl)-1,3-thiazole, this yellow to orange crystalline solid is a valuable building block in medicinal chemistry, materials science, and coordination chemistry applications. The compound’s purity is verified by advanced analytical techniques including ¹H NMR, ¹³C NMR, and HPLC-MS. Available in research quantities from milligrams to grams, it is packaged under inert atmosphere to ensure stability and shipped with comprehensive analytical data. Handle with appropriate precautions due to potential brominated compound reactivity.

Properties

• CAS Number: 216318-95-5
• Complexity: 154
• IUPAC Name: 5-bromo-2-(5-bromothiazol-2-yl)thiazole
• InChI: InChI=1S/C6H2Br2N2S2/c7-3-1-9-5(11-3)6-10-2-4(8)12-6/h1-2H
• InChI Key: CBESSEJGYHLVPG-UHFFFAOYSA-N
• Exact Mass: 325.80057
• Molecular Formula: C6H2Br2N2S2
• Molecular Weight: 326.0
• SMILES: C1=C(SC(=N1)C2=NC=C(S2)Br)Br
• Topological: 82.3
• Monoisotopic Mass: 323.80262
• Synonyms: 5,5′-dibromo-2,2′-bithiazole, 216318-95-5, SCHEMBL256074, CBESSEJGYHLVPG-UHFFFAOYSA-N, MFCD27947454, CS-36111, DB-413284

Application

5,5′-Dibromo-2,2′-bithiazole serves as a versatile precursor in the synthesis of complex heterocyclic systems for pharmaceutical research, particularly in developing kinase inhibitors and antimicrobial agents. The compound’s electron-deficient thiazole rings make it valuable for creating conjugated systems in organic electronic materials. Researchers utilize this dibrominated derivative as a key intermediate in palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Stille) to construct extended π-conjugated architectures.

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