Description

3-Bromothiophen-2-amine (CAS No. 774492-91-0) is a high-purity brominated thiophene derivative with the molecular formula C₄H₄BrNS. This compound is a versatile building block in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its unique structure, featuring both an amine group and a bromine substituent on the thiophene ring, enables selective cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a crystalline solid with excellent batch-to-batch consistency. Ideal for research in heterocyclic chemistry, this compound is packaged under inert atmosphere to guarantee stability and long shelf life.

Key Features:

• IUPAC Name: 3-bromothiophen-2-amine
• Molecular Weight: 178.05 g/mol
• Synonyms: 2-Amino-3-bromothiophene, MFCD12923099
• Storage: 2-8°C under nitrogen
• Hazard Codes: Xi (Irritant)

Properties

• CAS Number: 774492-91-0
• Complexity: 68.7
• IUPAC Name: 3-bromothiophen-2-amine
• InChI: InChI=1S/C4H4BrNS/c5-3-1-2-7-4(3)6/h1-2H,6H2
• InChI Key: BCNQVNWZDWLQLH-UHFFFAOYSA-N
• Exact Mass: 176.92478
• Molecular Formula: C4H4BrNS
• Molecular Weight: 178.05
• SMILES: C1=CSC(=C1Br)N
• Topological: 54.3
• Monoisotopic Mass: 176.92478
• Synonyms: 3-Bromothiophen-2-amine, 2-Amino-3-bromothiophene, 774492-91-0, MFCD12923099, 2-Thiophenamine,3-bromo-, SCHEMBL7124255, DTXSID00617112, AKOS022175303, DA-02886, CS-0370602, EN300-224539

Application

3-Bromothiophen-2-amine serves as a critical intermediate in the synthesis of thiophene-based drug candidates, particularly in kinase inhibitors and CNS-active compounds. Its reactive bromine site facilitates palladium-catalyzed coupling reactions for constructing complex heteroaromatic systems. Researchers utilize this compound to develop organic electronic materials due to the thiophene ring’s electron-rich properties. In agrochemical research, it acts as a precursor for fungicides and herbicides with enhanced bioavailability.

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