Description

5-Bromobenzo[b]naphtho[1,2-d]thiophene (CAS No. 189097-35-6) is a high-purity brominated heterocyclic compound with the molecular formula C₁₆H₉BrS. This specialized organic intermediate features a fused naphthothiophene core structure, offering unique electronic and steric properties for advanced synthetic applications. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), rigorously characterized by ¹H/¹³C NMR, mass spectrometry, and elemental analysis. Ideal for pharmaceutical research, materials science, and optoelectronic applications, this brominated scaffold serves as a versatile building block for Suzuki couplings, Buchwald-Hartwig aminations, and other transition-metal catalyzed reactions. Packaged under inert atmosphere in amber glass vials to ensure stability, each batch includes comprehensive analytical data and is traceable via unique lot numbers for quality assurance.

Properties

• CAS Number: 189097-35-6
• Complexity: 318
• IUPAC Name: 5-bromonaphtho[2,1-b]benzothiophene
• InChI: InChI=1S/C16H9BrS/c17-13-9-15-16(11-6-2-1-5-10(11)13)12-7-3-4-8-14(12)18-15/h1-9H
• InChI Key: QVRGGAUEEZOTCD-UHFFFAOYSA-N
• Exact Mass: 311.96083
• Molecular Formula: C16H9BrS
• Molecular Weight: 313.2
• SMILES: C1=CC=C2C(=C1)C(=CC3=C2C4=CC=CC=C4S3)Br
• Topological: 28.2
• Monoisotopic Mass: 311.96083
• Synonyms: 189097-35-6, 5-bromobenzo[b]naphtho[1,2-d]thiophene, 5-bromonaphtho[2,1-b][1]benzothiole, 8-bromo-11-thiatetracyclo[8.7.0.0(2),?.0(1)(2),(1)?]heptadeca-1(10),2(7),3,5,8,12(17),13,15-octaene, MFCD28100973, SCHEMBL16231227, XH1515, BS-53713, DB-100220, B5940, CS-0378125, G79338

Application

This brominated thiophene derivative serves as a key intermediate in the synthesis of organic semiconductors for OLED and OFET applications. Researchers utilize its rigid, planar structure to develop novel π-conjugated systems with enhanced charge transport properties. The compound finds particular utility in pharmaceutical chemistry for creating kinase inhibitors and other bioactive molecules targeting cancer pathways.

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