diisobutüülalumiiniumhüdriidi

Diisobutüülalumiiniumhüdriid, often abbreviated as DIBAL-H or simply diisobutylaluminum hydride, is a chemical compound with the formula (i-Bu)₂AlH, where i-Bu represents an isobutyl group. It is a pyrophoric organoaluminum compound, meaning it can spontaneously ignite in air. DIBAL-H is widely used in organic synthesis as a reducing agent.

Its primary applications involve the reduction of various functional groups. It is particularly effective for reducing esters and nitriles to aldehydes at low temperatures. At higher temperatures or with excess reagent, it can further reduce these compounds to primary alcohols. DIBAL-H can also be used to reduce carboxylic acids to primary alcohols, epoxides to alcohols, and alkynes to alkenes. The selectivity of DIBAL-H makes it a valuable tool for chemists aiming to achieve specific transformations without over-reduction.

DIBAL-H is typically supplied as a solution in organic solvents such as toluene, hexane, or tetrahydrofuran. Due to its reactivity and pyrophoric nature, it must be handled with extreme care under an inert atmosphere, such as nitrogen or argon, to prevent contact with air and moisture. Specialized handling techniques and equipment are required for its safe use in laboratory and industrial settings. The compound's effectiveness and versatility have made it a staple reagent in the synthesis of complex organic molecules, including pharmaceuticals and fine chemicals.