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190306 Sigma-Aldrich

Diisobutylaluminum hydride solution

1.0 M in hexanes

Synonym: DIBAL-H, DIBAL

  • CAS Number 1191-15-7

  • Linear Formula [(CH3)2CHCH2]2AlH

  • Molecular Weight 142.22

  •  Beilstein/REAXYS Number 4123663

  •  MDL number MFCD00008928

  •  PubChem Substance ID 24851429

  •  NACRES NA.22

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Properties

Related Categories Aluminum Hydrides, Chemical Synthesis, Reduction, Synthetic Reagents
Quality Level   200
concentration   1.0 M in hexanes
density   0.701 g/mL at 25 °C
SMILES string   CC(C)C[AlH]CC(C)C
InChI   1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;
InChI key   AZWXAPCAJCYGIA-UHFFFAOYSA-N

Description

General description

Diisobutylaluminum hydride reducing agent is commonly used for the reduction of an ester to aldehyde.

Application

Diisobutylaluminum hydride solution (1.0 M in hexanes) can be used in the synthesis of potassium diisobutyl-t-butoxyaluminum hydride (PDBBA), a novel reducing agent for the chemoselective conversion of esters in the presence of nitriles. The DIBAL-triethylamine complex can reduce α-oxoketene dithioacetal to the saturated ketone.

Used in Pd-catalyzed reductive debromination of secondary alkyl bromides. O-Debenzylation and ring opening of perbenzylated furanosides. Convenient in situ generation of HZrCp2Cl from ZrCp2Cl2 and DIBAL-H.

Packaging

100, 4×100, 800 mL in Sure/Seal™

Safety & Documentation

Safety Information

Signal word 
Danger
Target organs 
Central nervous system, Nervous system
Supplemental Hazard Statements 
EUH014
RIDADR 
UN 3394 4.3(4.2) / PGI
WGK Germany 
WGK 2
Flash Point(F) 
-9.4 °F - closed cup
Flash Point(C) 
-23 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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