Chemical Identity and Structure

2-Chlorobenzo[d]thiazole-7-carboxylic acid (Aladdin cat# C735006) is a bicyclic heteroaromatic compound consisting of a benzene ring fused with a thiazole ring. The molecule carries a chlorine atom at the 2-position of the thiazole ring and a carboxylic acid group at the 7-position of the benzene ring. Its molecular formula is C₈H₄ClNO₂S, with a molecular weight of approximately 213.64 g/mol.

The combination of an electron-withdrawing chloro group and an acidic carboxylic acid moiety on the rigid benzothiazole scaffold provides two orthogonal handles for chemical elaboration: nucleophilic aromatic substitution at C-2 and amide or ester coupling via the carboxylic acid. This dual reactivity makes the compound particularly attractive as a pharmaceutical building block.

Physicochemical Properties and Specifications

As a solid aromatic acid, 2-Chlorobenzo[d]thiazole-7-carboxylic acid is expected to be a pale to off-white crystalline powder at room temperature. Key physicochemical characteristics of benzothiazole carboxylic acids of this type include moderate polarity, limited water solubility, and reasonable solubility in polar organic solvents such as DMSO, DMF, and methanol.

Purity and specification details for lot-specific material (including melting point, NMR, HPLC purity, and residual solvent data) are provided on the Certificate of Analysis (CoA) available from Aladdin Scientific upon request or via the product page. Researchers should consult the CoA prior to use to confirm that the material meets the requirements of their specific application.

Note: Exact melting point and HPLC purity values are lot-dependent. Contact Aladdin Scientific or consult the CoA for lot-specific data.

Handling, Storage, and Safety

As with most halogenated heteroaromatic intermediates, appropriate laboratory safety precautions should be observed when handling 2-Chlorobenzo[d]thiazole-7-carboxylic acid. Personnel should wear suitable personal protective equipment (PPE) including gloves, lab coat, and eye protection. Work should be performed in a well-ventilated area or fume hood.

The compound should be stored in a tightly sealed container, away from moisture, heat, and incompatible materials (e.g., strong bases, strong oxidizers). Storage at room temperature under dry conditions is generally appropriate for stable aromatic solids of this class; however, refrigerated storage (2–8 °C) may help preserve long-term material integrity. Consult the Safety Data Sheet (SDS) available from Aladdin Scientific for comprehensive hazard classification, first-aid measures, and disposal guidance.

Review flag: Specific GHS hazard classifications and R/S phrases for this exact compound should be verified against the current SDS.

Research Applications

2-Chlorobenzo[d]thiazole-7-carboxylic acid serves as a versatile building block in several research contexts:

• Medicinal Chemistry: The benzothiazole core is found in numerous biologically active compounds. The C-2 chloro group enables SNAr reactions with amines, thiols, and alkoxides, facilitating rapid library synthesis of analogs for biological screening.
• Peptide and Amide Coupling: The 7-carboxylic acid can be activated with standard coupling reagents (e.g., HATU, EDC, or DCC) to form amide bonds with amines, enabling the attachment of the benzothiazole pharmacophore to peptide or small-molecule scaffolds.
• Materials Science: Benzothiazole derivatives are of interest in organic electronics and fluorescent probe development due to the electron-deficient heteroaromatic system.
• Coordination Chemistry: The carboxylic acid and thiazole nitrogen can act as ligands for metal coordination, making this compound potentially useful in the synthesis of metal-organic frameworks (MOFs) or coordination complexes.

Note: Specific biological activity data for this exact compound are not established in the provided source material. Researchers should conduct appropriate assays to evaluate activity in their system of interest.

Ordering, Availability, and Quality Assurance

2-Chlorobenzo[d]thiazole-7-carboxylic acid is available from Aladdin Scientific under catalog number C735006. Researchers can place orders directly through the Aladdin Scientific website or by contacting the sales team. Multiple pack sizes may be available to accommodate needs ranging from feasibility screening to gram-scale synthesis.

Aladdin Scientific provides a Certificate of Analysis (CoA) with each shipment, documenting identity confirmation (e.g., NMR or MS), purity (typically assessed by HPLC), and other relevant quality parameters. A Safety Data Sheet (SDS) is also available for download or upon request.

For custom quantities, bulk pricing, or technical inquiries, contact Aladdin Scientific's customer service or technical support team. For procurement teams, standard purchase order processes apply; payment, pricing, and promotion details are available on the Aladdin Scientific website.