Bis[4-(ethoxycarbonyl)phenyl]acetylene TCI D5878

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Berat 250mg

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Description

Bis[4-(ethoxycarbonyl)phenyl]acetylene (TCI, CAS 83536-13-4) is a non-heterocyclic organic building block supplied by TCI under the catalogue code D5878. Its symmetric structure consists of two phenyl rings, each bearing an ethoxycarbonyl (ethyl ester) group, connected by a rigid, linear acetylene bridge (–C≡C–). In synthesis and materials chemistry laboratories, this compound serves as a highly versatile starting material for building conjugated molecules, oligomers, polymers, ligands, and more complex functional frameworks. Because the ester groups at both ends can be hydrolyzed to carboxylic acids or transformed further, the compound acts as an important linker in the design of target molecules for a wide range of organic chemistry and materials research projects.

The main advantage of this compound lies in its symmetric and rigid structure. The acetylene bridge provides linearity and allows π-conjugation to extend from one end of the molecule to the other, a property highly valued in the design of optoelectronic materials and photochemical compounds. Meanwhile, the two ethoxycarbonyl groups offer convenient synthetic handles: they can be converted into carboxylic acids, amides, or other functional groups, enabling controlled derivatization and further coupling reactions. This combination of structural rigidity, extended conjugation, and versatile end-group chemistry makes it a preferred choice for researchers seeking a reliable, well-defined building block with predictable geometry and reactivity.

In Indonesian academic and industrial research laboratories, this building block is typically employed in organic synthesis projects and materials chemistry studies, including the preparation of conjugated oligomers and polymers for optical and electronic investigations, the synthesis of ligands for coordination chemistry, and the construction of photoactive molecular frameworks. Its availability as a commercial TCI product simplifies procurement for university research groups and R&D facilities that require consistent starting materials for multi-step syntheses and structure–property relationship studies.

Laboratory Applications

Synthesis of conjugated oligomers and polymers: the rigid acetylene bridge and extended π-conjugation make this compound an ideal monomer or coupling partner for building linearly conjugated backbones with predictable electronic properties.
Preparation of carboxylic acid-functionalized linkers: the ethoxycarbonyl groups can be hydrolyzed to carboxylic acids, yielding dicarboxylic acid derivatives useful for metal–organic frameworks and self-assembled structures.
Design of ligands for coordination chemistry: the symmetric, rigid geometry positions the two functional ester groups at fixed distances, enabling controlled construction of bidentate or bridging ligand systems.
Construction of optoelectronic and photochemical frameworks: the extended π-conjugation across the molecule supports charge transport and light absorption, making it a valued scaffold for photoactive materials research.
Multi-step organic synthesis as a versatile intermediate: the two ester handles permit sequential transformation and further coupling, allowing researchers to introduce diverse functionality at either end of the rigid core.

Specifications

Brand: TCI
Catalogue code: D5878
CAS number: 83536-13-4
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Chemical identity: Bis[4-(ethoxycarbonyl)phenyl]acetylene, a symmetric building block with two ethoxycarbonyl-substituted phenyl rings joined by an acetylene bridge
Pack sizes and storage: pack sizes as listed in the TCI catalogue; store in a cool, dry place in a tightly closed container

Handling and Storage

Store the compound in its original, tightly closed container in a cool, dry, well-ventilated area, away from direct sunlight and sources of heat or ignition. Keep it separate from strong oxidizing agents and strong acids or bases, which may react with the ester or acetylene functionality. Wear appropriate personal protective equipment, including laboratory gloves and safety glasses, and handle the material in a fume hood when weighing or transferring. Avoid generating dust and clean up any spills promptly using suitable absorbent material. Always follow standard laboratory practices and consult the supplier's safety data sheet before first use.