5-Ethynylbenzo[d][1,3]dioxole TCI E1562

Name: TCI E1562 57134-53-9 5-Ethynylbenzo[d][1,3]dioxole
Brand: TCI
SKU: TCI2510E156229614
Price: 9267300.0 IDR
Availability: InStock

Rp 9.267.300,00

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Berat 250mg

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Description

5-Ethynylbenzo[d][1,3]dioxole is an aromatic compound that combines a terminal ethynyl group with a methylenedioxy (benzodioxole) ring fused to a benzene framework. The benzodioxole structure is widely encountered in natural product molecules and biologically active compounds, which is why this fragment is frequently used as a structural motif in the design of new molecules. With the addition of a terminal alkyne group, this compound becomes a versatile reagent in conjugation chemistry: the ethynyl group serves as a reaction handle that is ready to be joined to other molecules through click reactions or metal-catalysed cross-coupling.

The property that makes this material valuable is the duality of its function. On one side, the methylenedioxy ring contributes electron-donating character together with a rigid, planar framework — something useful for tuning the geometry and binding behaviour of a target molecule. On the other side, the terminal ethynyl group provides highly selective reactivity towards azides under CuAAC conditions, forming a triazole ring that is stable to hydrolysis as well as to mild oxidation. This combination allows researchers to insert the benzodioxole motif into a wide range of molecular constructs in a modular fashion, without the need for elaborate protection schemes.

In Indonesian laboratories, this reagent is typically used in synthetic and medicinal chemistry research at university and institutional level, where benzodioxole-containing scaffolds are of interest for their relevance to natural product chemistry. It is generally handled at small scale on the bench for click conjugation and coupling steps, supporting exploratory synthesis, molecular probe preparation, and the assembly of compound series for further study.

Laboratory Applications

Copper-catalysed azide–alkyne cycloaddition (CuAAC): the terminal ethynyl group reacts selectively with azide partners to form hydrolytically stable triazole linkages under mild conditions.
Metal-catalysed cross-coupling: the alkyne handle serves as a coupling partner in palladium- or copper-mediated reactions that extend the benzodioxole framework into larger conjugated systems.
Medicinal chemistry scaffold construction: the benzodioxole fragment appears in many bioactive molecules, making this reagent useful for building analogue series around that motif.
Molecular probe and conjugate preparation: the ready reaction handle allows the benzodioxole motif to be attached modularly to carrier molecules without elaborate protecting-group strategies.
Natural product inspired synthesis: the methylenedioxy ring reproduces a structural element common in natural products, supporting synthetic routes toward related target architectures.

Specifications

Brand: TCI
CAS number: 57134-53-9
Catalogue code: E1562
Category: Chemistry > Chemical Biology > Conjugation Chemistry / Click Chemistry
Pack sizes: available in the research-scale pack sizes offered for this catalogue item
Storage: store according to the manufacturer's stated conditions on the product label and safety data sheet

Handling and Storage

Store this reagent in its original tightly closed container, kept in a cool, dry, well-ventilated place away from heat sources, direct sunlight, and incompatible chemicals such as strong oxidising agents. Glass containers with chemically resistant closures are appropriate; keep the cap sealed between uses to limit exposure to moisture and air. Handle in a fume hood while wearing safety glasses, gloves, and a laboratory coat, and avoid inhalation of vapours or contact with skin and eyes. Transfer using clean, dry equipment, allow refrigerated material to reach room temperature before opening to prevent condensation, and always consult the manufacturer's safety data sheet before use and for waste disposal guidance.