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DIBAL-H

(Diisobutylaluminum hydride)


Other Names:

DIBALH

DIBAL





General Information:


Structure:



CAS Number: 1191-15-7

Molecular Weight: 142.22 g/mol

Appearance: Colorless liquid


Diisobutylaluminum hydride (DIBAL-H) is an organoaluminum reagent typically used for the reduction esters or nitriles to aldehydes. DIBAL-H is usually obtained and used as a 1.0 M solution in a wide variety of solvents (ex. DCM, THF, hexanes, heptane, toluene, and cyclohexane). Some of the advantages of using DIBAL-H over other organoaluminum reagents include its greater selectivity, its ease of handing as a liquid, and its miscibility with a wide range of solvents (including hydrocarbons and aromatic solvents).




Common Uses:


Reagent for reducing esters to aldehydes





Reagent for reducing esters to alcohols





Reagent for reducing nitriles to aldehydes





Reagent for reducing nitriles to amines





Safety:


Diisobutylaluminum hydride (DIBAL-H) reacts violently with water and moisture in the air (pyrophoric).




References:


1) WO2015140133, page 106

2) WO2015129926, page 111

3) www.akzonobel.com: Diisobutylaluminum hydride (DIBAL-H) and Other Isobutyl Aluminum Alkyls (DIBAL-BOT, TIBAL) as Specialty Organic Synthesis Reagents (link)

4) Burke, S. D.; Danheiser, R. L.; Handbook of Reagents for Organic Synthesis, Oxidizing and Reducing Agents

5) Wikipedia: Diisobutylaluminium hydride (link)

6) www.sigmaaldrich.com: Diisobutylaluminum hydride solution - 1.0 M in methylene chloride (link)