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CAS 1263001-82-6

9,9-Dimethyl-N-(naphthalen-2-yl)-9H-fluoren-2-amine TCI D5801

9,9-Dimethyl-N-(naphthalen-2-yl)-9H-fluoren-2-amine TCI D5801
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Description

TCI D5801 9,9-Dimethyl-N-(naphthalen-2-yl)-9H-fluoren-2-amine is a secondary aromatic amine that brings together two large aromatic units — a 9,9-dimethylfluorene framework and a 2-naphthyl group — joined through a single nitrogen atom. As a non-heterocyclic building block, this compound serves as a ready-to-use fragment that can be coupled onto larger molecular frameworks, particularly in the preparation of triarylamine materials. The presence of one remaining free N–H bond makes it a direct substrate for metal-catalysed amination reactions, so researchers do not need to construct the diarylamine framework from scratch.

The properties that make this material a widely preferred choice are its combination of electron richness and structural rigidity. The nitrogen atom of an aromatic amine is electron-donating, so molecules derived from it tend to display low oxidation potentials — a characteristic signature of hole transport materials. The dimethyl-substituted fluorene unit contributes rigidity and thermal stability while preventing molecules from packing too tightly together, whereas the naphthyl unit extends the conjugated system without rendering the molecule difficult to dissolve.

As a solid that is stable at room temperature, handling is straightforward in a typical Indonesian laboratory setting. It is commonly used in university and institutional research groups working on organic electronic materials, as well as in synthetic chemistry laboratories that assemble arylamine intermediates. Because it arrives as a defined building block, it fits well into laboratories where multi-step synthesis capacity is limited and where a reliable starting fragment shortens the route to the target material.

Laboratory Applications

  • Triarylamine synthesis — the free N–H bond allows direct arylation to a third aryl group, giving researchers a shortcut to triarylamine targets without building the diarylamine core first.
  • Hole transport material development — the electron-donating amine nitrogen lowers the oxidation potential of derivatives, which is the key property sought in charge-transporting layers for organic electronic devices.
  • Metal-catalysed amination studies — as a secondary aromatic amine with a single reactive site, it works as a clean and predictable coupling partner for catalyst screening and reaction optimisation work.
  • Conjugated molecule design — the 2-naphthyl unit extends conjugation across the molecule while keeping solubility workable, so derivatives remain practical to purify and characterise in solution.
  • Thermally robust framework construction — the 9,9-dimethylfluorene core adds rigidity and thermal stability and discourages overly close molecular packing, which suits materials intended for processing and film formation.

Specifications

  • Brand: TCI
  • CAS number: 1263001-82-6
  • Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
  • Pack sizes: available in standard TCI research packaging; please confirm the size required when ordering
  • Physical form: solid, stable at room temperature
  • Storage: keep in a closed original container in a cool, dry place away from light

Handling and Storage

Store the material in its original tightly closed container in a cool, dry, and well-ventilated area, protected from direct sunlight and away from strong oxidising agents. Glass or the supplier's original amber packaging is suitable; transfer only what is needed using clean, dry spatulas to avoid moisture pickup and cross-contamination. As with any aromatic amine, weigh and handle the solid inside a fume hood or a well-ventilated bench area, and wear safety glasses, nitrile gloves, and a laboratory coat. Avoid generating and inhaling dust, wash hands after handling, and keep the container clearly labelled. Consult the manufacturer's safety data sheet before use and dispose of residues through your laboratory's chemical waste route.

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