Dibenzofuran-4-Carboxylic Acid: Properties & Lab Use
Dibenzofuran-4-Carboxylic Acid: Properties & Lab Use
Dibenzofuran-4-carboxylic acid is an aromatic heterocyclic carboxylic acid featuring a carboxyl group at the 4-position of the dibenzofuran scaffold, making it a versatile building block for organic synthesis and pharmaceutical research.
- Chemical Name
- Dibenzofuran-4-carboxylic acid
- SKU
- D169225
- Molecular Formula
- C₁₃H₈O₃
- Molecular Weight
- 212.20 g/mol
- Core Scaffold
- Dibenzofuran (oxygen-bridged biphenylene)
- Functional Group
- Carboxylic acid (–COOH) at position 4
- Recommended Storage
- Cool, dry place; away from light and moisture
Chemical Identity and Structure
Dibenzofuran-4-carboxylic acid (CAS registry; Aladdin SKU D169225) belongs to the dibenzofuran family of tricyclic aromatic compounds. The dibenzofuran core consists of two benzene rings fused to a central furan ring via an oxygen bridge, forming a rigid, planar polycyclic system. The carboxylic acid substituent at the 4-position (peri position relative to the oxygen) introduces both hydrogen-bond-donor capability and a reactive handle for further functionalization.
The molecular formula is C₁₃H₈O₃ with a molecular weight of approximately 212.20 g/mol. The compound is expected to be a solid at room temperature with limited water solubility, consistent with other polycyclic aromatic carboxylic acids; good solubility is typically observed in polar aprotic solvents such as DMSO, DMF, and in dilute aqueous base.
Research Applications
Dibenzofuran-4-carboxylic acid serves primarily as a synthetic building block in medicinal chemistry and materials science. The free carboxylic acid group can be readily converted to acyl chlorides, esters, amides, or used in coupling reactions (e.g., HATU/HBTU-mediated amide bond formation), enabling rapid library synthesis of dibenzofuran-containing compounds.
The dibenzofuran scaffold is of interest in drug discovery due to its structural rigidity, metabolic stability, and ability to occupy hydrophobic binding pockets. Derivatives bearing the dibenzofuran core have been explored as potential leads in enzyme inhibition and receptor modulation studies. In materials research, dibenzofuran-based compounds have been investigated as components in organic light-emitting diodes (OLEDs) and as ligands in metal-organic frameworks (MOFs), where the carboxylic acid group can coordinate to metal nodes.
Purity, Grade, and Quality Specifications
Aladdin Scientific supplies Dibenzofuran-4-carboxylic acid (D169225) for research use. Customers should consult the product page or Certificate of Analysis (CoA) for the current lot-specific purity value, which is typically determined by methods such as HPLC, GC, or titration. When selecting a reagent for sensitive applications—such as asymmetric synthesis, biological assays, or analytical standards—always verify the stated purity and request a CoA prior to use.
If a higher purity grade or custom specification is required, contact Aladdin's technical support team to discuss options including recrystallization or additional analytical characterization.
Storage, Handling, and Safety
As with most solid aromatic carboxylic acids, Dibenzofuran-4-carboxylic acid should be stored in a tightly sealed container in a cool, dry place away from direct light and moisture to prevent degradation or caking. Shelf life under proper storage conditions is typically acceptable for multi-year use, but users should verify appearance and purity before use in critical experiments.
Standard laboratory personal protective equipment (PPE)—including nitrile gloves, safety glasses, and a lab coat—should be worn when handling this compound. Work in a well-ventilated area or fume hood when weighing or dissolving the material to minimize inhalation of dust. Consult the Safety Data Sheet (SDS) available from Aladdin for full hazard classifications, first-aid measures, and disposal guidance specific to this product.
Ordering and Technical Support
Dibenzofuran-4-carboxylic acid is available from Aladdin Scientific under SKU D169225. To place an order, visit the Aladdin website, search by SKU or product name, select the desired quantity, and add to cart. Bulk quantities or custom packaging may be available upon request—contact the Aladdin sales team for a quotation.
For technical questions regarding solubility, compatibility, or suitable derivatives for your specific application, reach out to Aladdin's technical support. When contacting support, please provide your application context, required purity, and any relevant assay conditions so the team can give the most accurate guidance.
Frequently asked questions
What is the molecular formula and molecular weight of Dibenzofuran-4-carboxylic acid?
Dibenzofuran-4-carboxylic acid has the molecular formula C₁₃H₈O₃ and a molecular weight of approximately 212.20 g/mol. It consists of the tricyclic dibenzofuran scaffold with a carboxylic acid group (–COOH) attached at the 4-position.
What solvents are recommended for dissolving Dibenzofuran-4-carboxylic acid?
Dibenzofuran-4-carboxylic acid has limited solubility in water due to its polycyclic aromatic structure, but dissolves well in polar aprotic solvents such as DMSO and DMF. It also dissolves in dilute aqueous sodium hydroxide or potassium carbonate solution by deprotonation of the carboxylic acid. Users should perform a small-scale solubility test before preparing large working solutions.
What are the main research applications of Dibenzofuran-4-carboxylic acid?
This compound is used primarily as a synthetic building block in medicinal chemistry for preparing dibenzofuran-containing amides, esters, and other derivatives via standard coupling chemistry. It is also of interest in materials science, including as a ligand precursor for metal-organic frameworks (MOFs) and in the development of organic electronic materials such as OLEDs. The rigid, planar dibenzofuran core is valued for its metabolic stability and hydrophobic binding properties in drug discovery.
How should Dibenzofuran-4-carboxylic acid be stored to maintain its integrity?
Store Dibenzofuran-4-carboxylic acid in a tightly sealed container in a cool, dry location away from direct light and moisture. These precautions prevent caking, hydration, and photodegradation. Always check the appearance and, where critical, re-verify purity via analytical methods before use in sensitive experiments.
How can I verify the purity of the Dibenzofuran-4-carboxylic acid I receive?
Each batch of Aladdin's Dibenzofuran-4-carboxylic acid (D169225) is accompanied by a Certificate of Analysis (CoA) stating lot-specific purity, typically determined by HPLC or related analytical techniques. You can request the CoA from the Aladdin website or customer service team using the lot number printed on the product label. For independent verification, common methods include HPLC, NMR spectroscopy, and titration.
References
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for carboxylic acid reactivity and amide coupling chemistry.
- Aladdin Scientific product page for Dibenzofuran-4-carboxylic acid, SKU D169225. Aladdin Scientific.
- Shirota, Y.; Kageyama, H. Charge Carrier Transporting Molecular Materials and Their Applications in Devices. Chemical Reviews, 2007. General reference for dibenzofuran-based organic electronic materials.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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