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214949 Sigma-Aldrich

Diisobutylaluminum hydride solution

1.0 M in cyclohexane

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 24852856

  •  NACRES NA.22

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Properties

Related Categories Aluminum Hydrides, Chemical Synthesis, Reduction, Synthetic Reagents
Quality Level   100
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.

Packaging

100, 800 mL in Sure/Seal™

Safety & Documentation

Safety Information

Signal word 
Danger
Target organs 
Central nervous system
RIDADR 
UN3399 - class 4.3 - PG 1 - EHS - Organometallic substance, liquid, water-reactive, flammable, HI: all (not BR)
WGK Germany 
WGK 3
Flash Point(F) 
1.4 °F - closed cup
Flash Point(C) 
-17 °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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