Hexahydro-1H,4H,7H-3a,6a,9a-triazaphenalene is a saturated tricyclic heterocyclic compound containing three nitrogen atoms within a rigid framework resembling a fully hydrogenated phenalene. The structure arises from the condensation of a polyamine with a formaldehyde source, producing a compact and symmetrical bridged aminal system. In organic synthesis and coordination chemistry laboratories, compounds of this type serve as heterocyclic building blocks, as precursors to polyamine ligands, and as a source of aminomethyl groups that can be released in a controlled manner across a range of chemical transformations.
The characteristic that makes this compound a preferred choice is the stability of its locked tricyclic framework, in which three tertiary nitrogen atoms occupy bridgehead positions and give rise to a well-defined, readily predictable geometry. These tertiary nitrogen centres are basic and capable of coordinating to metal centres, while the aminal linkages within the framework can be hydrolysed under acidic conditions, so that the compound also functions as a protected form of diethylenetriamine and formaldehyde. This dual behaviour affords researchers considerable flexibility: the molecule may be used intact as a rigid structural unit, or opened in a controlled fashion when the underlying amine and formaldehyde components are required.
In Indonesian laboratories, this material is typically encountered in university and institutional research groups working on organic synthesis, heterocyclic chemistry, and coordination chemistry, as well as in method-development work where a defined polyamine precursor is needed. It is usually procured in research quantities for exploratory reaction screening, ligand preparation, and the assembly of nitrogen-rich intermediates, and is handled alongside other moisture- and acid-sensitive reagents within a standard synthetic chemistry workflow.
Related TCI products
- TCI B3707 188975-88-4 N-Boc-hexahydro-1H-azepin-4-one
- TCI H1885 19744-83-3 3,3,6,6-Tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
- TCI H1673 50492-22-3 Hexahydro-4-azepinone Hydrochloride
- TCI G0415 1222-05-5 1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyran (ca 50% in Diethyl Phthalate)
- TCI T4428 13929-58-3 1,4,4a,5,8,8a-Hexahydro-1,4:5,8-dimethanonaphthalene (mixture of isomers) (stabilized with BHT)
- TCI N1217 133710-62-0 1,3-Dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl Trifluoromethanesulfonate
- Heterocyclic building block synthesis: the rigid, symmetrical tricyclic core provides a pre-formed nitrogen-rich scaffold that can be incorporated directly into target molecules without additional ring-construction steps.
- Polyamine ligand preparation: the three bridgehead tertiary nitrogen atoms make the compound a convenient precursor for ligands intended to bind metal centres in coordination chemistry studies.
- Coordination chemistry investigations: the basic tertiary nitrogen centres are able to coordinate to metals, allowing the intact framework to be examined as a rigid, geometrically defined donor unit.
- Controlled aminomethyl group transfer: the aminal linkages allow aminomethyl functionality to be released in a controlled manner during chemical transformations that require a measured formaldehyde equivalent.
- Protected diethylenetriamine equivalent: acid-mediated hydrolysis of the aminal bonds liberates diethylenetriamine and formaldehyde, letting researchers store and deploy both components in a single stable form.
| Brand | TCI |
|---|---|
| CAS number | 67705-41-3 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in standard research-scale catalogue pack sizes; please confirm the current packaging option when ordering |
| Physical form | — |
| Storage | store in a tightly closed container under the conditions stated on the manufacturer's label and safety data sheet |
- Product code: H1830
Store the compound in a tightly closed original container in a cool, dry, well-ventilated area, away from acids and from sources of heat or ignition, since the aminal linkages in the framework are susceptible to hydrolysis under acidic conditions. Chemically compatible glass or manufacturer-supplied containers with secure closures are appropriate, and exposure to atmospheric moisture should be minimised during weighing and transfer. Handle the material in a fume hood using gloves, safety goggles, and a laboratory coat, avoid contact with skin, eyes, and clothing, and avoid breathing any dust or vapour. Always consult the manufacturer's safety data sheet before use, and dispose of residues and contaminated materials in accordance with applicable laboratory waste procedures.
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