Benzotriazole

Benzotriazole - numbered

Benzotriazole-3D-spacefill

Benzotriazole tautomers and their derivatives

Benzotriazole synthesis 01

Dehydrobenzol aus Aminobenztriazol

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PolyCubtri

Benzotriazole (BTA) is an organic compound that is a heterocyclic compound with the chemical formula C_6H_5N_3. It consists of a benzene ring fused to a triazole ring. Benzotriazole is a colorless solid that is soluble in a range of organic solvents. It is widely used in industry, particularly in the fields of photography, pharmaceuticals, agrochemicals, and as a corrosion inhibitor in cooling systems and in the atmosphere.

Properties

Benzotriazole has a melting point of 98-100 °C and a boiling point of 204 °C (399 °F) at 13 mmHg. It is slightly soluble in water, but highly soluble in most organic solvents such as alcohols, acetone, and benzene. Its solubility in water and its high boiling point make it useful in a wide range of applications, especially as a corrosion inhibitor.

Applications

Corrosion Inhibition

One of the primary uses of benzotriazole is as a corrosion inhibitor, particularly for copper and its alloys. It forms a complex with copper ions, creating a protective layer on the metal's surface that significantly reduces corrosion. This property is exploited in cooling systems, including those used in automotive and industrial applications, and in the protection of outdoor copper and bronze sculptures and monuments.

Photography

In photography, benzotriazole is used as an antifoggant and restrainer. It helps in controlling the development of photographic films and papers, ensuring clearer images and greater detail.

Pharmaceuticals

In the pharmaceutical industry, benzotriazole derivatives are explored for their potential therapeutic properties. They have been studied for their antiviral, antibacterial, and anticancer activities, among others.

Agrochemicals

Benzotriazole also finds application in the production of agrochemicals. It is used in the synthesis of herbicides, fungicides, and plant growth regulators, contributing to the protection of crops from pests and diseases.

Environmental Impact

While benzotriazole is valuable in various industrial applications, its environmental impact is a growing concern. It is persistent in the environment and has been detected in water bodies, raising questions about its effects on aquatic life and potential for bioaccumulation. Research is ongoing to understand its environmental fate and to develop strategies for its management and removal from contaminated sites.

Safety

Benzotriazole is generally considered to be of low toxicity, but it can cause irritation to the skin, eyes, and respiratory tract upon exposure. Proper handling and protective equipment are recommended when working with this chemical.