What Is Ethyl 1H-1,2,3-Benzotriazole-5-carboxylate?

Ethyl 1H-1,2,3-benzotriazole-5-carboxylate (Aladdin SKU: E186325) is a heterocyclic organic compound comprising a 1H-1,2,3-benzotriazole bicyclic core—formed by the fusion of a benzene ring with a 1,2,3-triazole ring—functionalized with an ethyl ester group at the 5-position. The 1,2,3-benzotriazole scaffold is well-recognized in medicinal and synthetic chemistry for its stability, planar aromatic character, and capacity to participate in diverse chemical transformations.

The ethyl ester moiety at the 5-position provides a convenient handle for further functionalization, including hydrolysis to the corresponding carboxylic acid, amide coupling, reduction to the alcohol, or use in condensation reactions. This combination of features makes the compound a valuable intermediate and building block for the construction of more complex molecules.

Chemical Properties and Specifications

The 1,2,3-benzotriazole ring system confers notable aromatic stability and influences the electronic properties of the molecule. The NH tautomer (1H-form) is the predominant tautomer in the solid state for 1H-1,2,3-benzotriazoles. The ethyl ester at position 5 introduces electron-withdrawing character, which modulates the reactivity of the ring nitrogen atoms and the susceptibility of the ester to nucleophilic attack.

Key physicochemical parameters such as exact molecular weight, melting point, purity grade, and appearance are provided on the Aladdin Scientific product page for SKU E186325. Researchers should consult the current Certificate of Analysis (CoA) for lot-specific purity data, as specifications may vary between production lots. If you require a specific purity threshold for your application, please contact Aladdin Scientific technical support before ordering.

Note: Specific numerical values for molecular weight, melting point, and purity are not reproduced here; please refer to the official product datasheet or CoA for verified data.

Handling, Storage, and Safety

As with most heterocyclic organic reagents, Ethyl 1H-1,2,3-benzotriazole-5-carboxylate should be handled with standard laboratory precautions. Personnel should wear appropriate personal protective equipment (PPE), including nitrile gloves, safety glasses, and a laboratory coat. Operations generating dust or aerosols should be conducted in a well-ventilated area or fume hood.

For storage, the compound should be kept in a tightly sealed container away from moisture, heat, and incompatible materials. Recommended storage conditions (temperature, inert atmosphere requirements, etc.) are specified on the product label and Safety Data Sheet (SDS). Always consult the SDS provided by Aladdin Scientific before first use. The SDS contains detailed information on hazard classification, first-aid measures, firefighting procedures, and disposal regulations applicable to your jurisdiction.

Disposal of this compound and its solutions must comply with applicable local, national, and institutional regulations for chemical waste.

Research Applications

Ethyl 1H-1,2,3-benzotriazole-5-carboxylate serves as a versatile intermediate in synthetic organic and medicinal chemistry. The benzotriazole motif is found in numerous pharmacologically active compounds, and derivatives of benzotriazole-5-carboxylic acid have been explored as scaffolds for enzyme inhibitors, receptor ligands, and other bioactive molecules.

Typical transformations starting from this ester include:

• Saponification to 1H-1,2,3-benzotriazole-5-carboxylic acid, a useful carboxylic acid building block.
• Amide bond formation (via ester aminolysis or via the acid after hydrolysis) to generate benzotriazole-5-carboxamides with potential biological activity.
• Reduction to the corresponding primary alcohol for further elaboration.
• N-alkylation or N-acylation of the triazole NH to access N-substituted derivatives with altered physicochemical profiles.

The compound may also find utility in materials science, particularly in the design of nitrogen-rich heterocyclic materials and coordination chemistry with metal ions, since benzotriazoles are well-established ligands for transition metals.

Ordering and Technical Support

Ethyl 1H-1,2,3-benzotriazole-5-carboxylate is available from Aladdin Scientific under SKU E186325. To place an order, visit the Aladdin Scientific website and search by SKU or product name. Bulk quantities, custom packaging, or specific purity grades may be available upon request—please contact your regional Aladdin Scientific sales representative or use the online inquiry form for custom orders.

For technical questions regarding applications, compatibility, or analytical data, Aladdin Scientific's technical support team can be reached through the website's contact portal. When inquiring, please have your SKU number, intended application, and any specific purity or packaging requirements ready to expedite the response.

Certificate of Analysis (CoA) documents for specific lots can be downloaded from the product page or requested from customer service by providing the lot number printed on your product label.