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CAS 72150-22-2

4,10-Dioxatricyclo[5.2.1.0(2,6)]decan-8-en-3-one TCI D3552

4,10-Dioxatricyclo[5.2.1.0(2,6)]decan-8-en-3-one TCI D3552
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Description

TCI D3552 4,10-Dioxatricyclo[5.2.1.0(2,6)]decan-8-en-3-one is an organic synthesis chemical belonging to the tricyclic lactone class, and it serves as a starting framework — a building block — for the construction of complex target molecules. The structure of this product combines three reactive elements at once within a single rigid skeleton: a lactone group, a cyclic ether bridge, and an internal carbon–carbon double bond. This combination makes it an efficient entry point for synthetic chemists who wish to build functionalized ring systems without having to assemble the core skeleton themselves from simple materials through many reaction steps.

The characteristic that makes this compound a frequent choice is its conformational rigidity. The bridged tricyclic framework restricts the direction from which reagents can approach, so that reactions at the double bond — hydrogenation, epoxidation, dihydroxylation, or cycloaddition, for example — tend to proceed from only one face of the molecule. This property is highly valuable when researchers are pursuing control over the relative stereochemistry between chiral centres. In addition, the lactone group is readily opened by nucleophiles such as amines, alcohols, or hydrides to give esters, amides, or diols, so that a single starting material can be directed toward several different product classes.

In Indonesian laboratories, this building block is typically used in university and institutional research settings where multi-step organic synthesis is carried out on a bench scale. It suits groups working on the preparation of functionalized ring systems and stereochemically defined intermediates, where obtaining a ready-made rigid skeleton shortens a route that would otherwise require several preparatory steps. As a TCI catalogue item, it is normally ordered as a research-grade reagent for planned synthetic campaigns rather than for routine analytical work.

Laboratory Applications

  • Multi-step target molecule synthesis — the tricyclic lactone skeleton acts as a ready-made core, removing several preparatory steps that would otherwise be needed to build the framework from simple starting materials.
  • Stereoselective transformations at the double bond — the rigid bridged framework blocks one face of the molecule, so hydrogenation, epoxidation, dihydroxylation, and cycloaddition reactions proceed with predictable facial selectivity.
  • Lactone ring-opening chemistry — treatment with amines, alcohols, or hydride reagents converts the lactone into amides, esters, or diols, allowing one reagent to serve several different product classes.
  • Construction of functionalized ring systems — the combination of a lactone, a cyclic ether bridge, and an internal alkene in one skeleton gives multiple orthogonal handles for sequential functionalization.
  • Preparation of stereochemically defined intermediates — the restricted reagent approach helps researchers establish relative configuration between chiral centres early, simplifying the analysis of downstream synthetic steps.

Specifications

  • Brand: TCI (Tokyo Chemical Industry)
  • CAS number: 72150-22-2
  • Catalogue number: D3552
  • Chemical name: 4,10-Dioxatricyclo[5.2.1.0(2,6)]decan-8-en-3-one
  • Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
  • Pack sizes: available in standard TCI research pack sizes; please confirm the currently available packing when ordering
  • Storage: store in a tightly closed original container under the conditions stated on the manufacturer's label and safety data sheet

Handling and Storage

Store this product in its original tightly closed container, kept in a cool, dry, and well-ventilated place away from direct sunlight, heat sources, and ignition sources. Follow the storage temperature and any special conditions stated on the manufacturer's label and safety data sheet, as these take precedence over general guidance. Handle the material inside a fume hood, wearing safety goggles, chemical-resistant gloves, and a laboratory coat. Because the compound contains a reactive lactone and an internal double bond, keep it away from strong nucleophiles, strong acids and bases, and strong oxidizing agents. Use clean, dry glassware and transfer tools to avoid moisture ingress and contamination, close the container immediately after use, and dispose of residues and contaminated materials in accordance with applicable chemical waste regulations.

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