Dibenzo[b,d]furan-2-carbonitrile: Properties & Lab Use
Dibenzo[b,d]furan-2-carbonitrile: Properties & Lab Use
Dibenzo[b,d]furan-2-carbonitrile is a polycyclic aromatic heterocyclic compound featuring a nitrile functional group at the 2-position of the dibenzofuran scaffold, making it a versatile building block for organic synthesis and materials science research.
- Product Name
- Dibenzo[b,d]furan-2-carbonitrile
- SKU
- D709032
- Core Scaffold
- Dibenzofuran (oxygen-bridged biphenylene)
- Functional Group
- Nitrile (–C≡N) at the 2-position
- Primary Use
- Synthetic intermediate and building block in organic and medicinal chemistry
- Supplier
- Aladdin Scientific (SKU D709032)
Chemical Structure and Properties
Dibenzo[b,d]furan-2-carbonitrile consists of a dibenzofuran tricyclic aromatic core — two benzene rings fused to a central oxygen-containing five-membered ring — with a nitrile (–C≡N) substituent at the 2-position. The dibenzofuran scaffold is a rigid, planar, electron-rich aromatic system, while the nitrile group is electron-withdrawing, modulating the overall electronic character of the molecule. This combination confers useful properties for applications in organic electronics, fluorescence, and as a reactive handle for further chemical transformations such as hydrolysis to carboxylic acids, reduction to amines, or cycloaddition reactions.
Note: Specific physicochemical data (molecular weight, melting point, solubility, purity specifications) for SKU D709032 should be confirmed from the Aladdin Scientific product datasheet or certificate of analysis.
Research Applications
Dibenzo[b,d]furan-2-carbonitrile is primarily used as a synthetic building block and intermediate in several research areas:
- Organic Electronics and OLEDs: Dibenzofuran-based compounds have been explored as host materials and emitters in organic light-emitting devices (OLEDs) due to the rigid planar scaffold and tunable electronic properties introduced by the nitrile substituent.
- Medicinal Chemistry: The nitrile group and heterocyclic framework are common motifs in drug discovery; this compound may serve as a precursor for synthesis of biologically active molecules.
- Fluorescent Probes and Dyes: The extended aromatic system with an electron-withdrawing nitrile can produce compounds with useful photophysical properties.
- Further Functionalization: The nitrile group enables conversion to tetrazoles (via cycloaddition), amidines, carboxylic acids, and amines, broadening the compound's utility as a diversifiable scaffold.
Researchers should consult primary literature for specific application protocols.
Handling, Storage, and Safety
As with most nitrile-containing aromatic compounds, standard laboratory safety precautions should be observed when working with Dibenzo[b,d]furan-2-carbonitrile:
- Personal Protective Equipment (PPE): Wear appropriate gloves, safety glasses, and a lab coat. Work in a well-ventilated area or fume hood.
- Storage: Store in a cool, dry, well-ventilated location, away from strong oxidizers, acids, and bases. Seal containers tightly to prevent moisture ingress.
- Disposal: Dispose of in accordance with local, regional, and national regulations for chemical waste.
- SDS: Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for SKU D709032 before use for complete hazard information, first-aid measures, and regulatory guidance.
Review flag: Specific GHS hazard classifications, signal words, and H/P statements for this exact compound must be verified from the official SDS for D709032.
Ordering and Availability
Dibenzo[b,d]furan-2-carbonitrile is available from Aladdin Scientific under SKU D709032. To place an order or request a quotation, please contact Aladdin Scientific customer service or visit the product page on the Aladdin Scientific website. For bulk quantities, custom packaging, or specific purity requirements, reach out to the sales team directly. Researchers should confirm current stock availability, lead times, and pricing at the time of ordering, as these may vary.
Frequently asked questions
What is the chemical structure of Dibenzo[b,d]furan-2-carbonitrile?
Dibenzo[b,d]furan-2-carbonitrile consists of a tricyclic dibenzofuran core — two benzene rings fused to a central oxygen-containing heterocyclic ring — with a nitrile (–C≡N) group substituted at the 2-position. The molecule is planar and aromatic, with the electron-withdrawing nitrile modulating its electronic properties.
What are the main research applications of Dibenzo[b,d]furan-2-carbonitrile?
This compound is used primarily as a synthetic building block in organic chemistry, medicinal chemistry, and materials science. Key application areas include OLED host materials, fluorescent probe development, and as a versatile intermediate that can be converted to carboxylic acids, amines, amidines, or tetrazoles via the reactive nitrile group.
How should Dibenzo[b,d]furan-2-carbonitrile be stored to maintain its integrity?
The compound should be stored in a cool, dry, and well-ventilated location in a tightly sealed container, away from moisture, strong acids, bases, and oxidizing agents. Always refer to the official Safety Data Sheet (SDS) for SKU D709032 from Aladdin Scientific for the most accurate and up-to-date storage recommendations.
Where can I purchase Dibenzo[b,d]furan-2-carbonitrile and what is the SKU?
Dibenzo[b,d]furan-2-carbonitrile is available from Aladdin Scientific under SKU D709032. You can order through the Aladdin Scientific website or contact customer service for pricing, availability, and bulk purchasing options.
Is Dibenzo[b,d]furan-2-carbonitrile suitable for use in OLED material research?
Dibenzofuran-based compounds with electron-withdrawing substituents such as nitriles have been explored in organic electronics, including as components in OLED host or emitter systems, due to their rigid planar structures and tunable photophysical properties. Researchers should consult current primary literature to evaluate the suitability of this specific compound for their OLED application.
References
- Aladdin Scientific product page for Dibenzo[b,d]furan-2-carbonitrile, SKU D709032.
- General reference: March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 7th ed. — nitrile chemistry and functional group transformations.
- General reference: Dibenzofuran as a scaffold in organic electronics and medicinal chemistry — consult primary literature for specific compounds and data.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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