214949

Diisobutylaluminum hydride solution

1.0 M in cyclohexane

• Synonym(s): DIBAL, DIBAL-H
• Linear Formula: [(CH₃)₂CHCH₂]₂AlH
• CAS Number: 1191-15-7
• Molecular Weight: 142.22
• Beilstein: 4123663
• MDL number: MFCD00008928
• UNSPSC Code: 12352001
• eCl@ss: 38120609
• PubChem Substance ID: 24852856
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 100
• reaction suitability: reagent type: reductant
• concentration: 1.0 M in cyclohexane
• density: 0.781 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

Application

Diisobutylaluminum hydride solution (DIBAL-H) can be used as a reducing agent in the:

• Hydrogenation of ester modified hydroxyl-terminated polybutadiene (HTPB) using cobalt catalyst.
• Synthesis of primary 6-OH alcohols by regioselective ring opening of 4,6-benzylidene acetals of hexopyranosides using triphenylcarbenium tetrafluoroborate as a catalyst.
• Conversion of an ester to 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.

Safety Information

• WGK: WGK 3
• Flash Point(F): 1.4 °F - closed cup
• Flash Point(C): -17 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves