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Description
TCI D2172 4-(N,N-Diphenylamino)benzaldehyde (CAS 4181-05-9) is an organic building block that combines two important functions within a single molecule: a triphenylamine unit acting as the electron-donating group, and an aromatic aldehyde group serving as the reactive site. This combination makes it one of the preferred precursors in the synthesis of functional molecules, particularly compounds built around conjugated electron systems. In the laboratory, the compound is used to assemble donor-π-acceptor molecules, organic dyes, and hole-transporting materials, which is why it appears frequently in materials chemistry, organic electronics, and photochemistry research programmes.
The characteristic that drives its selection is the ability of the diphenylamino unit to donate electron density into the aromatic core, so that derivatives prepared from it display attractive intramolecular charge-transfer behaviour. The aldehyde group is very straightforward to work with and can be elaborated through Knoevenagel condensation, the Wittig reaction, imine formation, or reduction, allowing researchers to develop a wide family of derivatives from a single starting material. Its solid form makes accurate weighing on a small scale straightforward and supports medium-term storage, while the non-planar triphenylamine framework also helps limit excessive aggregation in the resulting materials.
In Indonesian laboratories, this building block is typically found in university and institutional research groups working on organic synthesis, materials chemistry, and organic electronics, where small quantities are weighed out for multi-step preparative routes. It suits synthetic work carried out at the bench scale, where a reliable donor-substituted aldehyde is needed as the starting point for dye and charge-transport molecule development, and where the same container serves several successive experiments over a research project.
Laboratory Applications
- Donor-π-acceptor molecule synthesis — the triphenylamine donor and reactive aldehyde sit at opposite ends of the molecule, providing the natural starting geometry for building push-pull conjugated systems.
- Organic dye preparation — the electron-donating diphenylamino unit raises electron density on the aromatic core, giving derivative dyes the intramolecular charge-transfer character that governs their optical behaviour.
- Hole-transporting material development — the triphenylamine structure is a classic hole-transport motif, so this aldehyde lets researchers graft transport functionality onto larger target molecules.
- Knoevenagel and Wittig chemistry — the aromatic aldehyde group reacts cleanly in condensation and olefination routes, letting one shared starting material generate many structurally distinct conjugated derivatives.
- Photochemistry and organic electronics research — the non-planar triphenylamine framework helps limit excessive aggregation, which matters when the derived molecules are studied as functional materials.
Specifications
- Brand: TCI
- CAS number: 4181-05-9
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in the standard TCI catalogue research pack sizes; please confirm the size required when ordering
- Physical form: solid, allowing accurate weighing at small scale
- Storage: keep the container closed and store under conditions suited to medium-term laboratory storage
Handling and Storage
Store the compound in its original tightly closed container, kept in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible chemicals. Amber glass or the supplier's own container is suitable for keeping the solid protected from light and humidity; reseal promptly after each use to preserve material quality across the medium-term storage period. Handle and weigh the solid in a fume hood, using gloves, safety glasses, and a laboratory coat, and avoid generating or inhaling dust. Use clean, dry spatulas to prevent cross-contamination, label any transferred portions clearly, and consult the manufacturer's safety data sheet before first use and for waste disposal guidance.
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