Chemical Identity and Physical Properties

5-Benzotriazolecarboxylic Acid (CAS 3378-22-1) belongs to the benzotriazole family of fused bicyclic heterocycles, consisting of a benzene ring fused with a 1,2,3-triazole ring. The carboxylic acid substituent at the 5-position of the benzotriazole scaffold confers both Brønsted acidity and a reactive handle for further derivatization.

The compound presents as a white to off-white crystalline solid with a molecular weight of 163.13 g/mol and the molecular formula C₇H₅N₃O₂. Its amphoteric character arises from the weakly basic triazole nitrogens and the acidic carboxylic acid group, enabling solubility in dilute aqueous base and polar aprotic solvents such as DMSO and DMF. The aromatic benzotriazole core contributes significant π-stacking ability and UV absorption, properties relevant to both analytical characterization and material science applications.

Note: Precise melting point and pKa values should be confirmed against the product certificate of analysis (CoA) supplied with SKU B152698, as these parameters may vary with polymorph and purity grade.

Synthesis Relevance and Research Applications

5-Benzotriazolecarboxylic Acid serves as a key intermediate and building block in several areas of chemical research:

• Medicinal Chemistry: The benzotriazole motif is a bioisostere recognized for binding to diverse biological targets. Incorporation of a carboxylic acid group at the 5-position provides a handle for amide bond formation, enabling synthesis of peptidomimetics and bioactive compound libraries.
• Coordination Chemistry: The nitrogen-rich heterocycle combined with the carboxylate functionality creates a multidentate ligand framework suitable for coordination to transition metals, relevant to the design of metal–organic frameworks (MOFs) and catalytic systems.
• Coupling Reactions: The carboxylic acid group can be activated using standard coupling reagents (e.g., EDC, DCC, HATU) to form esters or amides, making it valuable for combinatorial chemistry workflows.
• Dye and Material Intermediates: Benzotriazole derivatives are well-established UV stabilizers and fluorescent probes; the carboxylic acid functionality facilitates covalent attachment to polymers or surfaces.

Researchers should verify specific reaction conditions and compatibility with their experimental system using peer-reviewed literature before large-scale use.

Safe Handling, Storage, and Disposal Guidelines

Personal Protective Equipment (PPE): Handle 5-Benzotriazolecarboxylic Acid wearing appropriate laboratory PPE including nitrile gloves, safety glasses or goggles, and a laboratory coat. Where dust generation is anticipated, use a suitable particulate respirator and conduct operations in a fume hood.

Storage: Store the reagent in a tightly sealed container at room temperature in a cool, dry, well-ventilated location, away from direct light, moisture, and incompatible materials such as strong oxidizers and strong bases. Confirm specific storage recommendations from the product Safety Data Sheet (SDS) provided with SKU B152698.

Stability: The compound is expected to be stable under recommended storage conditions. Exposure to moisture or prolonged heat may degrade the material over time; inspect the reagent for any color change or caking before use.

Disposal: Dispose of waste material in accordance with local, regional, and national regulations governing chemical waste. Do not pour down the drain without prior authorization from your institution's Environmental Health and Safety (EHS) office.

First Aid: In case of skin or eye contact, flush immediately with copious water for at least 15 minutes and seek medical attention. Consult the full SDS for comprehensive hazard information.

Quality, Purity, and Analytical Characterization

Aladdin Scientific supplies 5-Benzotriazolecarboxylic Acid (SKU B152698) with a certificate of analysis (CoA) detailing lot-specific purity, appearance, and analytical data. Researchers are encouraged to request the CoA and SDS prior to use.

Recommended Analytical Techniques:

• HPLC: Reverse-phase HPLC with UV detection is the standard method for purity assessment of carboxylic acid-functionalized heterocycles. A C18 column with an aqueous/acetonitrile mobile phase containing 0.1% trifluoroacetic acid (TFA) is commonly employed.
• NMR Spectroscopy: ¹H and ¹³C NMR in DMSO-d₆ are recommended for structural confirmation. The carboxylic acid proton typically appears as a broad singlet downfield, and the aromatic protons of the benzotriazole ring appear in the 7.5–8.5 ppm region.
• Mass Spectrometry: ESI-MS in negative-ion mode provides confirmation of the molecular ion at m/z 162.04 [M–H]⁻.
• Melting Point: Determination and comparison with the CoA value serves as a rapid identity and purity check.

Note: Specific NMR chemical shifts and exact HPLC conditions should be validated in-house and cross-referenced with the product CoA.

Procurement, Specifications, and Regulatory Compliance

5-Benzotriazolecarboxylic Acid is available from Aladdin Scientific under SKU B152698. Procurement teams and lab managers should note the following:

• Available Pack Sizes: Contact Aladdin Scientific or visit the product page for current pack size options and pricing.
• Purity Grade: Confirm the required purity specification for your application from the product listing or CoA. Research-grade material is suitable for most synthetic and screening applications.
• Regulatory Status: This compound is not classified as a controlled substance under standard international chemical regulations; however, users are responsible for verifying compliance with local import/export regulations and institutional requirements.
• Documentation: SDS, CoA, and REACH/export compliance documentation are available upon request through Aladdin Scientific customer service.
• Shelf Life: Refer to the product label and CoA for lot-specific expiry or retest dates. Proper storage as described will help maintain reagent integrity for the stated shelf life.