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CAS 717880-39-2

9,9-Dimethyl-10-phenyl-9,10-dihydroacridine TCI D5354

9,9-Dimethyl-10-phenyl-9,10-dihydroacridine TCI D5354

Chemical Identity

CAS No.
717880-39-2
PubChem
CID 66585389·SID 354334684
Formula
C21H19N
Molecular weight
285.39 g/mol
Purity
>98.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
9,9-dimethyl-10-phenylacridine
SMILES
CC1(C2=CC=CC=C2N(C3=CC=CC=C31)C4=CC=CC=C4)C
InChIKey
CKTUEZIFXPDRMO-UHFFFAOYSA-N
MDL
MDL01851187
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TCI D5354 9,9-Dimethyl-10-phenyl-9,10-dihydroacridine is a heterocyclic compound built on a dihydroacridine core that carries two methyl groups at the 9-position and one phenyl group already attached to the nitrogen atom at the 10-position. In the laboratory, this compound is known as a small molecule semiconductor building block and at the same time as a model compound that is widely referenced in light-emitting materials research. Unlike derivatives that still retain an N–H group, this compound is already arylated, so it is frequently used directly as a reference material or as a starting material for further functionalization on its aromatic rings.

The properties that make researchers select this compound are the combination of strong electron-donating ability with a distinctive molecular geometry. The two methyl groups at the 9-position are quaternary and force the dihydroacridine core to adopt a bent conformation, while the phenyl group on the nitrogen tends to orient itself almost perpendicular to the acridine plane. This spatial arrangement is widely exploited by researchers to spatially separate the highest occupied and lowest unoccupied molecular orbitals in donor–acceptor molecules. The methyl groups are also more resistant to oxidation than benzylic-type groups, which helps keep the core intact during handling and subsequent reaction steps.

In Indonesian laboratories, materials of this type are typically found in university and institutional research groups working on organic electronics, luminescent materials, and organic synthesis at the small-molecule scale. Because it is supplied as a defined building block with a stated CAS number, it fits workflows where the same donor unit must be reproduced across several synthetic batches, and it is commonly ordered alongside other acridine and carbazole derivatives for comparative studies of donor strength and molecular geometry.

TCI brochures (PDF)

  • Donor unit in donor–acceptor molecule synthesis, because the bent dihydroacridine core and near-perpendicular N-phenyl group support spatial separation of the frontier molecular orbitals.
  • Reference or comparison compound in light-emitting materials research, since the already-arylated nitrogen makes it a well-defined benchmark against derivatives that still carry a free N–H group.
  • Starting material for further functionalization on the aromatic rings, where the intact quaternary methyl positions allow chemists to direct subsequent chemistry toward the ring system instead.
  • Model compound for structure–property studies, because its distinctive molecular geometry lets research groups correlate conformational features with the electron-donating behaviour they measure.
  • Small molecule semiconductor building block for organic electronics work, where a strong electron-donating fragment with predictable geometry is required as a repeatable synthetic input.

Brand TCI
CAS number 717880-39-2
Molecular formula —
Purity —
Category Materials Science > Material Building Blocks > Small Molecule Semiconductor Building Blocks
Pack sizes available in standard TCI research-scale packaging; please confirm the pack size when ordering
Physical form —
Storage store in a tightly closed container, protected from light and moisture, as directed on the manufacturer label
  • Chemical name: 9,9-Dimethyl-10-phenyl-9,10-dihydroacridine

Store this compound in its original tightly closed container in a cool, dry place, protected from direct light and from moisture, following the conditions stated on the manufacturer label. Amber glass or the supplied container is suitable for keeping the material away from light, and the container should be resealed promptly after each use to limit exposure to air and humidity. Handle the material inside a fume hood while wearing a laboratory coat, safety glasses, and chemical-resistant gloves, and avoid generating or inhaling dust during weighing and transfer. Use clean, dry spatulas to prevent contamination between batches, keep the compound away from strong oxidizing agents, and consult the manufacturer safety data sheet before opening the package. Dispose of residues and contaminated materials through the laboratory's chemical waste procedure.

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