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Description
TCI D2143, CAS 13170-62-2, is alpha,alpha'-Dianilino-p-xylene, an aromatic compound built around a p-xylene core carrying two methylene groups at opposite positions, each bonded to an aniline nitrogen. This arrangement makes the material a rigid, aromatically bridged secondary diamine, and in the laboratory it serves as a bifunctional non-heterocyclic building block. With two nitrogen centres of equivalent reactivity, the compound is particularly useful for researchers who need a symmetrical linker for constructing macrocycles, polymers, or metal complexes with controlled geometry.
The characteristics that lead researchers to select this compound are its high molecular symmetry and the fixed nitrogen-to-nitrogen distance imposed by the para-substituted benzene ring separating the two ends. The rigidity of the p-xylylene bridge helps reduce the number of accessible conformations, so cyclisation reactions tend to give products with more predictable ring sizes. Both aromatic secondary amine groups still retain one hydrogen atom on nitrogen, which leaves the door open for alkylation, acylation, and hydrogen-bond formation. The compound is supplied as a solid, so it is straightforward to weigh out.
In Indonesian laboratories, this building block is typically used in synthetic organic chemistry and materials research groups at universities, government research institutes, and industrial R&D units. It suits work where a symmetrical two-armed linker is needed as the starting point of a multi-step synthesis. Because it is a solid, it is convenient to weigh on an analytical balance and to dispense in small portions for repeated trial reactions, which fits the working style of laboratories running exploratory synthesis at bench scale.
Laboratory Applications
- Macrocycle synthesis: the fixed separation between the two nitrogen centres and the rigid p-xylylene bridge restrict the conformations available, so ring-closing reactions deliver more predictable ring sizes.
- Polymer building block: the two equivalent nitrogen centres allow the molecule to act as a symmetrical bifunctional monomer that extends a chain from both ends at comparable rates.
- Metal complex ligand preparation: the bridged diamine framework offers two coordinating nitrogen donors at a defined distance, supporting the construction of complexes with controlled geometry.
- N-alkylation and N-acylation studies: each aromatic secondary amine retains one hydrogen on nitrogen, giving a reactive handle for introducing further substituents in stepwise fashion.
- Hydrogen-bonded assembly research: the remaining N–H hydrogens on both symmetrical arms allow the compound to participate in hydrogen bonding within supramolecular and crystal-engineering investigations.
Specifications
- Brand: TCI
- CAS number: 13170-62-2
- Chemical name: alpha,alpha'-Dianilino-p-xylene
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: solid, convenient for weighing
- Pack sizes: available in the standard TCI catalogue pack sizes; please confirm the required size when ordering
- Storage: keep in the original tightly closed container as indicated on the manufacturer's label
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, well-ventilated place, away from direct sunlight, heat sources, and moisture, and follow any specific conditions stated on the manufacturer's label and Safety Data Sheet. Amber glass or the supplied original packaging is suitable for keeping the solid protected from light and humidity. Handle the powder in a fume hood or a well-ventilated area to avoid generating and inhaling dust, and wear a laboratory coat, safety goggles, and chemical-resistant gloves. Use clean, dry spatulas when weighing to prevent contamination of the stock, close the container immediately after use, label any secondary containers clearly, and keep the compound separate from strong oxidising agents and strong acids. Dispose of residues and contaminated materials as chemical waste in accordance with institutional procedures.
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