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Description
TCI D4873 3,3-(Diphenyl)acrylonitrile, CAS 3531-24-6, is an unsaturated nitrile compound carrying two phenyl groups on the beta carbon atom and a cyano group at the end of the molecule. In the laboratory, it serves as a non-heterocyclic building block: the strongly electron-withdrawing cyano group sits directly adjacent to the carbon–carbon double bond, so the molecule acts both as a Michael acceptor and as a starting point for transformation into amines, carboxylic acids, amidines, tetrazoles, or other heterocyclic frameworks through well-established cycloaddition and condensation reactions.
The characteristic that makes this compound attractive is the strong polarization of the alkene–nitrile system, which activates the beta position toward nucleophilic attack, combined with two phenyl groups that provide steric hindrance and extended conjugation. This combination produces reactivity that is directed yet remains controlled, making the material suitable for selective synthesis. The 1,1-diphenyl framework is also known in molecular motifs with interesting photophysical properties, for example molecular rotors and compounds whose emission behaviour is influenced by the rigidity of their environment. The nitrile group simultaneously provides a sharp infrared marker.
In Indonesian laboratories, this building block is typically used in synthetic organic chemistry work at universities, research institutes, and industrial R&D units, where a reliable Michael acceptor with an extended aromatic framework is needed. The sharp nitrile infrared signature makes reaction progress and product identity straightforward to follow with routine instrumentation, so the compound fits well into method development, teaching-level synthesis exercises, and small-scale exploratory work where reagent behaviour must be predictable.
Laboratory Applications
- Michael addition chemistry — the polarized alkene–nitrile system activates the beta carbon, allowing controlled conjugate addition of a wide range of nucleophiles under standard laboratory conditions.
- Heterocycle construction — the cyano group serves as an entry point to tetrazoles, amidines, and related ring systems through established cycloaddition and condensation routes.
- Functional group interconversion studies — the nitrile can be transformed into amines or carboxylic acids, making this a convenient substrate for teaching and validating standard conversion protocols.
- Photophysical materials research — the 1,1-diphenyl framework relates to molecular rotor motifs and emission behaviour that responds to the rigidity of the surrounding environment.
- Infrared spectroscopy reference and reaction monitoring — the sharp nitrile absorption band gives a clear, easily tracked marker for following consumption of starting material.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 3531-24-6
- Catalogue code: D4873
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research-scale packaging; please confirm the size options when ordering
- Storage: keep in the tightly closed original container, in a cool, dry, well-ventilated area away from light
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, well-ventilated place, protected from direct sunlight and away from strong oxidising agents, strong bases, and sources of ignition. Amber glass or the supplier's original packaging is preferred to limit light and moisture exposure. Handle in a fume hood using safety glasses, chemical-resistant gloves, and a laboratory coat, and avoid inhalation of dust or vapour and contact with skin and eyes. As an activated nitrile, it should be treated as reactive toward nucleophiles, so keep it segregated from amines and other incompatible reagents. Always consult the manufacturer's safety data sheet before use, and dispose of residues and contaminated materials as chemical waste according to institutional procedures.
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