TCI
6,11-Dihydrodibenzo[b,e]thiepin-11-one TCI D3416
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Description
TCI D3416 6,11-Dihydrodibenzo[b,e]thiepin-11-one is a synthetic chemical building block built on a tricyclic framework that joins two benzene rings through a seven-membered central ring containing a sulfur atom, and carries a ketone group at position 11. In the laboratory it serves as a ready-to-use heterocyclic core, providing a starting point for the construction of dibenzothiepine molecules. Assembling a tricyclic framework of this kind from simple starting materials requires a long sequence of reaction steps, so having it available as a finished reagent saves considerable working time, reduces the risk of losing intermediates, and helps maintain consistent quality across synthetic research programmes.
The property that makes this material a frequent choice is the combination of a rigid, well-ordered framework with a single reactive functional group whose position is unambiguous. The aromatic ketone at position 11 is readily attacked by nucleophiles such as Grignard and organolithium reagents, can be converted through a Wittig reaction into alkene derivatives, reduced to a secondary alcohol, or used as an entry point for amine formation via reductive amination. The sulfur atom within the central ring contributes a characteristic conformational flexibility that influences the three-dimensional shape of the resulting molecules, giving chemists a structural handle that is difficult to reproduce with simpler carbocyclic scaffolds.
In Indonesian laboratories this reagent is typically used in synthetic organic chemistry groups at universities and research institutes, as well as in industrial research units that develop heterocyclic compounds. It is normally handled at the milligram-to-gram scale in exploratory reactions, where a defined tricyclic starting point removes several preparatory steps from the workflow. Its role as a prepared scaffold suits laboratories that need reproducible results without dedicating weeks of bench time to constructing the core framework themselves.
Laboratory Applications
- Dibenzothiepine scaffold construction: the tricyclic core is supplied intact, so researchers can begin derivatisation immediately instead of assembling the seven-membered sulfur ring through a lengthy multi-step synthetic sequence.
- Grignard and organolithium addition studies: the aromatic ketone at position 11 is an accessible electrophilic site, making it a reliable substrate for carbon–carbon bond formation with strong organometallic nucleophiles.
- Wittig olefination work: the position-11 carbonyl can be converted into alkene derivatives, allowing chemists to extend the tricyclic framework with defined unsaturated substituents at a single known position.
- Carbonyl reduction chemistry: the ketone is readily reduced to the corresponding secondary alcohol, providing a straightforward route to hydroxyl-bearing dibenzothiepine intermediates for further functional group transformation.
- Reductive amination routes: the same carbonyl group acts as an entry point for amine formation, supporting the preparation of nitrogen-containing derivatives built on the rigid tricyclic sulfur scaffold.
Specifications
- Brand: TCI
- CAS number: 1531-77-7
- Product code: D3416
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Chemical name: 6,11-Dihydrodibenzo[b,e]thiepin-11-one
- Pack sizes: available in standard research-scale catalogue pack sizes; please confirm the required size when ordering
- Storage: store in a closed container in a cool, dry place away from light, following the manufacturer's product documentation
Handling and Storage
Store this reagent in its original tightly closed container in a cool, dry, well-ventilated area, protected from direct sunlight and away from strong oxidising agents and sources of ignition. Amber glass or the supplier's original packaging is suitable for keeping the material dry and shielded from light. Handle the compound in a fume hood using nitrile gloves, safety glasses, and a laboratory coat, and avoid generating or inhaling dust when weighing. Allow cold containers to reach room temperature before opening to limit moisture condensation, reseal promptly after use, and dispose of residues and contaminated materials as chemical waste in accordance with institutional procedures and the manufacturer's safety data sheet.
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