Indane

Indane is a chemical compound with the formula C9H10. It is a hydrocarbon that is part of the alkanes, with a unique structure that includes a five-membered ring fused to a six-membered benzene ring. This structure makes indane a key intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. Its properties and applications in different fields make it an important substance in organic chemistry and industrial processes.

Structure and Properties

Indane (C9H10) consists of a cyclopentane ring fused to a benzene ring. This bicyclic structure is characteristic of the indane family of compounds, which includes various derivatives with different functional groups attached to the carbon atoms of the indane skeleton. The molecule is non-polar, with a molecular weight of 118.18 g/mol. It has a boiling point of approximately 182°C and a melting point of -42°C. Due to its structure, indane exhibits both the reactivity of aliphatic compounds and the aromatic stability of benzene, making it versatile in chemical reactions.

Synthesis

Indane can be synthesized through several methods, including the catalytic hydrogenation of indene, which is itself obtained from the pyrolysis of petroleum or coal tar. Another method involves the Friedel-Crafts alkylation of benzene with chloromethane in the presence of aluminum chloride, followed by cyclization and hydrogenation. These methods allow for the production of indane on an industrial scale, where it serves as a precursor to many important compounds.

Applications

Indane's unique structure and properties make it a valuable intermediate in the synthesis of a wide range of chemicals. It is used in the production of:

• Pharmaceuticals: Indane derivatives are found in several drugs, including indomethacin, a nonsteroidal anti-inflammatory drug (NSAID), and sulindac, another NSAID with applications in the treatment of acute pain and chronic inflammatory conditions.
• Agrochemicals: Certain pesticides and herbicides are synthesized using indane as a starting material, benefiting from its chemical stability and reactivity.
• Fragrances and Dyes: Indane compounds are used in the synthesis of some fragrances and dyes, taking advantage of the compound's ability to undergo various organic reactions.
• Research Chemicals: In academic and industrial research, indane derivatives are used as building blocks for the synthesis of more complex molecules, including those with potential applications in materials science and nanotechnology.

Safety and Environmental Impact

Like many organic solvents, indane is flammable and should be handled with care. Its vapors can be irritating to the eyes, skin, and respiratory system. Proper ventilation and protective equipment are recommended when working with indane. Environmental considerations include the potential for indane to contribute to air and water pollution if not properly contained and disposed of. Regulations may govern its use, storage, and disposal to minimize environmental impact.

See Also

• Organic Chemistry
• Pharmaceutical Chemistry
• Industrial Chemistry
• Environmental Chemistry