TCI
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Description
TCI D3705 2,7-Dicyanonaphthalene is a polycyclic aromatic compound built on a naphthalene core carrying two cyano groups at the 2 and 7 positions. In the laboratory it serves as a non-heterocyclic building block and, at the same time, as a functional unit in organic materials research. The two symmetrically placed nitrile groups make it a starting material for the preparation of dicarboxylic acids, diamines, diamidines, tetrazoles, and naphthalene-based ligands. Its electronic character as an electron-deficient aromatic compound also makes it attractive as an electron acceptor in photochemistry and light-emitting materials studies.
The property that leads researchers to select this compound is the combination of an extended conjugated aromatic system with two strong electron-withdrawing groups. The cyano groups lower the electron density across the naphthalene framework, so the compound becomes a good electron acceptor and shows absorption and emission characteristics that are useful in studies of photoinduced electron transfer. The 2,7-substitution pattern provides a defined axis of symmetry that directs the molecular shape into a linear, elongated geometry; this matters in materials design because it influences how the molecules arrange themselves in the solid state.
In Indonesian laboratories, this compound is typically used in synthetic chemistry and organic materials groups at universities and research institutes, where the nitrile groups are converted into other functional groups or the intact molecule is incorporated as an acceptor unit. It is normally handled at the bench or preparative scale as a defined building block within a longer synthetic route, and it is ordered as a catalogue item so that reaction conditions and downstream characterisation can be planned around a consistent starting material.
Laboratory Applications
- Nitrile transformation chemistry: the two symmetric cyano groups can be hydrolysed or reduced, giving direct access to naphthalene dicarboxylic acids and diamines from a single, well-defined starting material.
- Tetrazole and amidine synthesis: both nitrile groups react to form tetrazoles or diamidines, allowing the naphthalene core to be carried into heterocyclic and nitrogen-rich target structures.
- Ligand construction: the linear 2,7-geometry and coordinating nitrogen functions make it a practical precursor for naphthalene-based ligands used in coordination chemistry and complex preparation.
- Photochemistry and electron-transfer studies: its electron-deficient aromatic system acts as an electron acceptor, making it suitable for investigating photoinduced electron transfer in donor–acceptor systems.
- Light-emitting and organic materials research: the extended conjugation combined with strong electron withdrawal supports its use as an acceptor unit in emissive and functional organic material designs.
Specifications
- Brand: TCI
- CAS number: 39718-11-1
- Chemical name: 2,7-Dicyanonaphthalene
- Catalogue code: D3705
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI catalogue pack sizes; please confirm the required size when ordering
- Storage: keep in the closed original container under the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store the material in its tightly closed original container in a cool, dry, well-ventilated place, away from heat, ignition sources, moisture, and incompatible chemicals, and follow the storage conditions given on the manufacturer's label and safety data sheet. Amber glass or the supplied container is suitable for keeping the solid protected from light and humidity; transfer only what is needed into clean, dry glassware. Handle the compound in a fume hood using safety glasses, gloves, and a laboratory coat, avoid generating dust and any inhalation or skin contact, and keep the container closed when not in use. Review the safety data sheet before use and collect residues and contaminated materials as chemical waste according to institutional procedures.
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