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DIBAH

Diisobutylaluminium hydride
DIBAH.png
DIBAL-3D-balls.png
Names
IUPAC name
Diisobutylaluminum hydride
Other names
DIBAH; DIBAL; DiBAlH; DIBAL-H; DIBALH
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.013.391
Properties
C16H38Al2 (dimer)
Molar mass 142.22 (monomer)
Appearance colorless liquid
Density 0.798 g/cm3
Melting point −80 °C (−112 °F; 193 K)
Boiling point 116 to 118 °C (241 to 244 °F; 389 to 391 K) at 1 mmHg
hydrocarbon solvents
Hazards
Main hazards ignites in air
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Diisobutylaluminium hydride (DIBALH, DIBAL, DIBAL-H or DIBAH, /ˈdbæl/ DY-bal) is a reducing agent with the formula (i-Bu2AlH)2, where i-Bu represents isobutyl (-CH2CH(CH3)2). This organoaluminium compound was investigated originally as a co-catalyst for the polymerization of alkenes.

Like most organoaluminum compounds, the compound’s structure is probably more than that suggested by its empirical formula. A variety of techniques, not including X-ray crystallography, suggest that the compound exists as a dimer and a trimer, consisting of tetrahedral aluminium centers sharing bridging hydride ligands. Hydrides are small and, for aluminium derivatives, are highly basic, thus they bridge in preference to the alkyl groups.

DIBAL can be prepared by heating triisobutylaluminium (itself a dimer) to induce beta-hydride elimination:

Although DIBAL can be purchased commercially as a colorless liquid, it is more commonly purchased and dispensed as a solution in an organic solvent such as toluene or hexane.


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Wikipedia

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