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214981 Sigma-Aldrich

Diisobutylaluminum hydride solution

1.0 M in THF

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

  •  eCl@ss 38120609

  •  PubChem Substance ID 24852859

  •  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 THF
bp   65 °C
density   0.866 g/mL at 25 °C
storage temp.   2-8°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

Application

Diisobutylaluminum hydride solution (1M in THF) is a powerful reducing agent. It can be used in the following reactions:
• Synthesis of trans-alkene isosteres of protected dipeptides.
• To generate bis(1,5-cyclooctadiene)nickel(0) (Ni(cod)2) in situ, which can catalyze the conjugate addition of ethenyltributyltin to 2-propenal to form tert-butyldimethyl[((E)-1,4pentadienyl)oxy]silane.
• Reduction of the arylpropiolate esters to give the corresponding propargyl alcohol.

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, 800 mL in Sure/Seal™

18 L in Kilo-Lab™

View returnable container options.

Safety & Documentation

Safety Information

Signal word 
Danger
Target organs 
Respiratory system
Supplemental Hazard Statements 
EUH014 - EUH018 - EUH019
RIDADR 
UN 3399A 4.3(3) / PGI
WGK Germany 
WGK 1
Flash Point(F) 
1.4 °F - closed cup
Flash Point(C) 
-17 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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