• 6,7-Dihydro-4-benzo[b]thiophenone (CAS 13414-95-4) - TCI D5714 - AMI Scientific
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TCI

CAS 13414-95-4

6,7-Dihydro-4-benzo[b]thiophenone TCI D5714

6,7-Dihydro-4-benzo[b]thiophenone TCI D5714
Rp 1.476.300,00
Rp 1.476.300,00
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TCI D5714 6,7-Dihydro-4-benzo[b]thiophenone is a heterocyclic building block that combines a thiophene core with a fused cyclohexenone ring. This bicyclic structure carries a highly reactive ketone group alongside an electron-rich thiophene ring, providing two entry points at once for the construction of more elaborate molecules. In everyday laboratory practice, a compound of this kind serves as an efficient starting scaffold, because researchers do not need to build the fused ring system from scratch — they simply modify the functional groups already present on that framework.

The property that makes this compound a frequent choice is the versatility of its reactivity. The carbonyl group can undergo reduction, aldol condensation, reductive amination, enamine and enol ether formation, and Grignard reactions, while the position alpha to the ketone is readily functionalized through alkylation or halogenation. The thiophene ring itself is open to electrophilic substitution and, once halogenated, to cross-coupling reactions, so the framework can be directed toward a wide range of derivatives. The half-unsaturated fused system also allows further aromatization, making it an entry point toward benzothiophene skeletons.

In Indonesian laboratories, this building block is typically used in synthetic and medicinal chemistry research groups at universities and research institutes, as well as in R&D units developing new heterocyclic compounds. It fits multi-step synthesis routes on a bench scale, where a ready-made fused ring system saves considerable preparation time. Analytical and method-development work also draws on such scaffolds when reference derivatives are needed for structural or spectroscopic comparison.

  • Medicinal chemistry scaffold construction — the ketone and thiophene ring together give two independent handles for building analogue libraries around a single fused core.
  • Heterocyclic synthesis toward benzothiophene systems — the half-unsaturated fused ring can be carried forward through aromatization to reach fully aromatic benzothiophene skeletons.
  • Carbonyl derivatization studies — the reactive ketone supports reduction, aldol condensation, reductive amination, and Grignard addition for preparing alcohols, amines, and extended carbon chains.
  • Cross-coupling substrate preparation — after halogenation of the thiophene ring, the framework serves as a partner in palladium-catalyzed cross-coupling to install aryl and heteroaryl groups.
  • Alpha-functionalization and enolate chemistry — the position alpha to the ketone is easily alkylated or halogenated, and enamine and enol ether intermediates are readily formed for further transformation.

Brand TCI (Tokyo Chemical Industry)
CAS number 13414-95-4
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in standard TCI research-scale packaging; please confirm the pack size when ordering
Physical form —
Storage keep in a tightly closed original container in a cool, dry, well-ventilated place, away from light and oxidizing agents
  • Catalogue number: D5714

Store the material in its tightly closed original container in a cool, dry, and well-ventilated area, protected from direct sunlight and separated from strong oxidizing agents. Amber glass or the supplier's original packaging is suitable; transfer only what is needed and reseal promptly to limit exposure to air and moisture. Handle in a fume hood using safety glasses, chemical-resistant gloves, and a laboratory coat. Avoid inhalation of dust or vapour and contact with skin and eyes. Keep containers clearly labelled, and consult the manufacturer's Safety Data Sheet before use, handling, and disposal.

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