Chemical Identity and Structural Overview

2-Chloro-5-methyl-1H-benzo[d]imidazole (SKU C726159) belongs to the benzimidazole family of fused bicyclic heteroaromatic compounds. The benzimidazole scaffold consists of a benzene ring fused to an imidazole ring, providing a planar, aromatic system with two nitrogen atoms capable of hydrogen bonding and coordination chemistry.

The compound carries two key substituents: a chlorine atom at the C-2 position and a methyl group at the C-5 position. The C-2 chloro group is an electrophilic handle that greatly facilitates nucleophilic substitution reactions, enabling the introduction of diverse nucleophiles such as amines, thiols, and alkoxides under relatively mild conditions. The C-5 methyl group modulates the electronic density of the ring system and influences lipophilicity, which is a relevant parameter in drug-candidate optimization.

The compound exists as a tautomeric pair (1H and 3H forms) due to the mobile N-H proton on the imidazole ring, a characteristic common to all unsubstituted benzimidazoles. Its estimated molecular formula is C8H7ClN2 with a molecular weight of approximately 166.61 g/mol.

Research Applications

The combination of a reactive C-2 chloro group and the electron-rich benzimidazole nitrogen atoms makes 2-Chloro-5-methyl-1H-benzo[d]imidazole a highly versatile intermediate in synthetic and medicinal chemistry workflows.

• Nucleophilic Aromatic Substitution (SNAr) and Coupling Chemistry: The electrophilic C-2 chloro substituent undergoes efficient displacement with primary and secondary amines, sodium alkoxides, and thiolates to generate 2-amino-, 2-alkoxy-, or 2-thio-substituted benzimidazoles, which are privileged scaffolds in pharmaceutical research.
• Transition-Metal-Catalyzed Cross-Coupling: The C–Cl bond can participate in palladium- or copper-catalyzed cross-coupling reactions (e.g., Buchwald–Hartwig amination), providing access to N-aryl and C-aryl benzimidazole derivatives.
• Pharmaceutical Intermediate: Benzimidazole derivatives bearing halo and alkyl substituents are prevalent in the development of kinase inhibitors, antiparasitic agents, antifungal compounds, and proton pump inhibitor (PPI) analogues. The 2-chloro-5-methyl pattern is a recognized motif in several bioactive compound libraries.
• Coordination Chemistry and Materials Science: The nitrogen donor atoms of the benzimidazole core support metal coordination, making this compound a precursor for N-heterocyclic carbene (NHC) ligand synthesis and for designing metal–organic frameworks (MOFs) with tailored pore properties.

Storage, Handling, and Safety Guidelines

Researchers should consult the Safety Data Sheet (SDS) provided by Aladdin Scientific before working with this compound. The following general guidelines apply to halogenated benzimidazole intermediates of this class:

• Storage: Store in a tightly sealed container in a cool, dry, and well-ventilated location away from incompatible materials such as strong oxidizing agents and strong bases. Recommended storage temperature is typically 2–8 °C or room temperature under inert atmosphere; verify exact conditions on the product label or SDS.
• Personal Protective Equipment (PPE): Wear appropriate chemical-resistant gloves, safety spectacles or goggles, and a laboratory coat when handling this compound. Work in a fume hood to minimize inhalation exposure to dust or vapors.
• Waste Disposal: Dispose of all waste materials in accordance with local, regional, and national environmental regulations. Do not dispose of down the drain without verification of compliance with applicable regulations.
• First Aid: In case of skin or eye contact, flush immediately with copious amounts of water and seek medical attention. If inhaled, move the affected person to fresh air immediately.

Note: Specific hazard classifications, GHS pictograms, and precautionary statements are detailed in the official SDS for SKU C726159 available from Aladdin Scientific.

Quality, Purity, and Ordering Information

Aladdin Scientific supplies 2-Chloro-5-methyl-1H-benzo[d]imidazole under SKU C726159. Researchers and procurement teams should review the current product page for up-to-date specifications including:

• Purity: Lot-specific purity data (typically assessed by HPLC or GC) are provided on the Certificate of Analysis (CoA) accompanying each shipment. Contact Aladdin Scientific to request a CoA for a specific lot before purchase if required for GMP-adjacent or quality-critical applications.
• Available Pack Sizes: Multiple pack sizes may be available to support both exploratory research and scale-up needs. Check the product listing for current availability.
• Appearance: Typically a solid (powder or crystalline material); exact appearance and color are confirmed in the CoA.
• Regulatory and Export Compliance: Customers outside China should verify import regulations for halogenated heterocyclic compounds applicable in their jurisdiction prior to placing an order.

For technical enquiries, bulk quotations, or custom synthesis requests, contact Aladdin Scientific customer support directly through the official website.