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Description
TCI D2054, 3-(Dicyanomethylidene)indan-1-one, is a conjugated organic compound that combines a bicyclic indanone framework with a dicyanomethylene group — a carbon centre bearing two nitrile functions. In the laboratory it is widely recognised as a strong electron-accepting unit and ranks among the most important building blocks in organic electronic materials chemistry. Researchers use it to construct molecules with donor–acceptor architectures, that is, molecules deliberately designed so that electron density shifts from one end to the other, producing optical and electronic properties that can be tuned by design.
The characteristic that makes this compound a preferred choice is the very high electron-withdrawing strength arising from the combination of a carbonyl group and two nitrile groups on a rigid, planar conjugated system. This combination lowers the molecular orbital energy levels, extends light absorption toward longer wavelengths, and supports efficient electron transport in thin films. The indanone framework also provides positions that are readily modified further, allowing researchers to adjust solubility as well as molecular packing in the solid state. As a solid material, it is convenient to weigh and handle in routine synthetic work.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic semiconductors, functional dyes, and synthetic materials chemistry. It is generally handled at the bench scale during multi-step synthesis, where small quantities are weighed out, condensed with donor fragments, and the resulting products characterised spectroscopically. Because it is supplied as a defined TCI catalogue item with a stated CAS number, it fits well into laboratories that require traceable, reproducible starting materials for published work.
Laboratory Applications
- Donor–acceptor molecule synthesis — its strong electron-withdrawing character makes it a reliable acceptor terminus when building push–pull architectures with tunable optical and electronic behaviour.
- Organic semiconductor material development — the rigid, planar conjugated system supports efficient electron transport in thin films, which is essential for charge-carrying layers in organic electronic devices.
- Functional dye and chromophore preparation — the lowered molecular orbital energy levels extend absorption toward longer wavelengths, allowing researchers to access deeply coloured, red-shifted chromophores.
- Structural derivatisation studies — the indanone framework offers positions that are readily modified further, so chemists can systematically adjust solubility and solid-state molecular packing.
- Structure–property relationship research — because its acceptor strength is well defined, it serves as a consistent reference unit when comparing how different donor fragments change electronic properties.
Specifications
- Brand: TCI
- CAS Number: 1080-74-6
- Chemical name: 3-(Dicyanomethylidene)indan-1-one
- Catalogue code: D2054
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: solid material
- Pack sizes: available in standard TCI research packaging; please confirm the size required when ordering
- Storage: store according to the manufacturer's instructions stated on the label and product documentation
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from heat sources, direct sunlight, and incompatible materials, following the storage conditions stated on the manufacturer's label. Keep the compound in its original supplier container, or in a clean, chemically compatible and clearly labelled container if transferred. Handle in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid the formation and inhalation of dust when weighing the solid. Close the container promptly after use to limit exposure to moisture and air, and consult the Safety Data Sheet before first use and before any disposal of residues.
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