TCI
1-Ethyl-4-[(4-methoxyphenyl)ethynyl]benzene TCI E0806
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Description
1-Ethyl-4-[(4-methoxyphenyl)ethynyl]benzene, supplied by TCI under catalogue code E0806 and identified by CAS number 63221-88-5, is a diarylacetylene building block belonging to the non-heterocyclic building block family. Its structure consists of two benzene rings joined by a carbon–carbon triple bond bridge. One ring carries an ethyl group acting as a weak electron-donating substituent, while the opposite ring carries a methoxy group that is a strong electron donor. Substituted tolane frameworks of this kind are classical scaffolds in materials chemistry, particularly liquid crystal and optoelectronic materials research, and are typically prepared through Sonogashira coupling between an aryl halide and a terminal alkyne.
The property that makes this compound valuable is its linear and rigid molecular geometry, a direct consequence of the alkyne bridge forcing both aromatic rings onto a single axis. This linearity is an essential requirement for molecules intended to form mesomorphic phases in liquid crystal materials. In addition, the combination of methoxy and ethyl groups at the two ends produces a conjugated system extending along the length of the molecule, so the compound displays ultraviolet absorption characteristics and frequently shows luminescence behaviour that is interesting to study. The alkyne bridge itself can also serve as a site for further transformations such as partial hydrogenation.
In Indonesian laboratories, materials of this type are generally used in university and institutional research groups working on organic materials, synthetic methodology, and photophysical characterisation. It functions as a defined intermediate or model compound in bench-scale synthetic work, in the preparation of extended conjugated targets, and in teaching-level demonstrations of coupling chemistry. Researchers usually order it in small research quantities rather than bulk volumes, since the work involved is exploratory and analytical rather than production-oriented.
Laboratory Applications
- Liquid crystal materials research: the rigid, linear tolane core satisfies the molecular shape requirement for mesophase formation, making it a useful reference structure when studying how terminal substituents affect mesomorphic behaviour.
- Optoelectronic materials development: the extended conjugation running through the alkyne bridge between two donor-substituted rings supports the absorption and emission characteristics sought in organic electronic and photonic material studies.
- Sonogashira coupling methodology studies: because this compound is a typical product of aryl halide and terminal alkyne coupling, it serves well as a benchmark target when evaluating catalyst systems or reaction conditions.
- Photophysical and UV spectroscopy work: the conjugated diarylacetylene system gives defined ultraviolet absorption and often observable luminescence, making it suitable as a study subject in spectroscopic characterisation experiments.
- Synthetic intermediate for further functionalisation: the internal alkyne bridge provides a reactive site for subsequent transformations such as partial hydrogenation, allowing conversion into related stilbene-type or saturated structures.
Specifications
- Brand: TCI (Tokyo Chemical Industry), catalogue number E0806
- CAS number: 63221-88-5
- Chemical name: 1-Ethyl-4-[(4-methoxyphenyl)ethynyl]benzene
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research-scale packaging; please confirm the currently offered pack size when ordering
- Storage: keep in a cool, dry place in a tightly closed container, protected from light
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight and sources of ignition, since conjugated aromatic compounds of this type may be light-sensitive over long storage periods. Amber glass bottles or the original supplier container are appropriate, and the cap should be resealed promptly after each use to limit moisture ingress. Handle the material inside a fume hood using nitrile gloves, safety glasses, and a laboratory coat, and avoid generating dust when weighing out solid portions. Keep it separate from strong oxidising agents. Consult the manufacturer's safety data sheet before first use, and dispose of residues and contaminated consumables through the laboratory's chemical waste stream rather than the general drain or bin.
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