190306

Diisobutylaluminum hydride solution

1.0 M in hexanes

• 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
• PubChem Substance ID: 24851429
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 200
• reaction suitability: reagent type: reductant
• 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.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H225,H250,H260,H304,H314,H336,H361f,H372,H411
• Precautionary Statements: P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P370 + P378
• Hazard Classifications: Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 1 Inhalation - STOT SE 3 - Water-react 1
• Target Organs: Central nervous system, Nervous system
• Supplementary Hazards: EUH014
• Storage Class Code: 4.2 - Pyrophoric and self-heating hazardous materials
• WGK: WGK 3
• Flash Point(F): -9.4 °F - closed cup
• Flash Point(C): -23 °C - closed cup