TCI
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Description
TCI D4233 4,4'-Diethynylbiphenyl is a rigid aromatic building block consisting of two directly linked benzene rings, each carrying a terminal ethynyl group at the para position. This linear, symmetrical architecture makes it a highly sought-after ditopic linker in materials chemistry, because the distance between its reactive end groups is fixed and predictable. In the laboratory, the compound is used as a monomer or linker for constructing porous frameworks, conjugated polymers, and molecular electronic wires through coupling reactions that involve terminal alkynes.
The key characteristics that make researchers choose this reagent are the combination of structural rigidity and the versatile reactivity of its terminal alkyne groups. The terminal ethynyl functions can undergo Sonogashira coupling, Glaser homo-oxidative coupling, azide–alkyne cycloaddition, and coordination to metal centres, so a single starting material opens up many synthetic pathways. The conjugated pi system extending across the biphenyl core and both alkynes gives attractive optoelectronic properties such as ultraviolet absorption and fluorescence, which matter for light-emitting materials. The rigidity of the backbone also helps maintain the porosity of the resulting structures.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on advanced materials, organic synthesis, and coordination chemistry. It is handled at the bench scale in synthesis laboratories equipped with inert-atmosphere lines, standard glassware, and chromatography facilities. Groups developing porous frameworks, conjugated polymers, or fluorescent materials commonly keep it as a stock linker, drawing on it repeatedly across a series of related preparations rather than for a single one-off experiment.
Laboratory Applications
- Porous framework construction: the fixed, predictable span between the two terminal alkynes makes it a reliable ditopic strut for building open, well-defined porous architectures.
- Conjugated polymer synthesis: the para-substituted geometry allows chain growth along a single linear axis, producing extended conjugated backbones with consistent repeat-unit spacing throughout.
- Sonogashira coupling chemistry: both terminal ethynyl groups react readily in palladium-catalysed cross-coupling, letting chemists attach aryl partners at each end in one preparation.
- Molecular wire and electronic materials research: the continuous pi system across the biphenyl core and both alkynes supports charge delocalisation required for molecular electronic wire studies.
- Fluorescent and light-emitting material development: the conjugated system provides ultraviolet absorption and fluorescence, making it a useful precursor for emissive materials investigations.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 38215-38-2
- Catalogue number: D4233
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: supplied in standard TCI research-scale packaging; please confirm the available size when ordering
- Storage: keep in a cool, dry place in the tightly closed original container
Handling and Storage
Store the material in its tightly closed original container in a cool, dry, well-ventilated place away from heat, direct sunlight, ignition sources, and strong oxidising agents. Amber glass or the supplier's original container is suitable, and reclosing promptly after each use limits exposure to moisture and air. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and weigh out portions carefully to avoid generating dust. Transfer under inert atmosphere where the subsequent chemistry requires dry conditions. Consult the manufacturer's safety data sheet before first use and dispose of residues and contaminated materials through the laboratory's chemical waste stream.
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