Description
Diisobutylaluminum hydride solution, 700G
25 wt. % in toluene
Synonym(s):
DIBAL, DIBAL-H
Linear Formula:
[(CH3)2CHCH2]2AlH
CAS Number:
1191-15-7
Molecular Weight:
142.22
Beilstein:
4123663
MDL number:
MFCD00008928
PubChem Substance ID:
24851561
NACRES:
NA.22
PROPERTIES
form
liquid
Quality Level
200
reaction suitability
reagent type: reductant
concentration
25 wt. % in toluene
density
0.846 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.[1]
Application
Diisobutylaluminum hydride solution (25 wt. % in toluene) has been used for the reduction of imides:[2]
- N
- -(cis-2-Vinylcyclohexyl)succinimide to 1-(cis-2-vinylcyclohexyl)-5-hydroxy-2-pyrrolidinone
- N-(But-4-en-1-y1)-2(E)-(carbethoxymethylidene)-5-oxo-pyrrolidine to N-(but-4-en-1-yl)- 2(E)-(carbethoxymethylidene)-5-hydroxypyrrolidine
- N-(Hept-1-en-4-y1)-2(E)-(carbethoxymethylidene)-5-oxo-pyrrolidine to N-(hept-1-en-4-y1)-2(E)-(carbethoxymethylidene)-5-hydroxypyrrolidine
- N-(cis-2-Vinylcyclohexyl)-2-(carbethoxymethylidene)-5-oxopyrrolidine to rel-(3aR,SS,5aS,SaR)-1( E)-(carbethoxymethylidene)-5-(formyloxy)dodecahydropyrrolo[1,2-a]quinoline
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
4×25, 100, 700 g in Sure/Seal™
7, 15 kg in Kilo-Lab™
The 25 g Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
View returnable container options.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
SAFETY INFORMATION
Signal Word
Danger
Hazard Statements
H225 - H250 - H260 - H304 - H314 - H336 - H361d - H373 - H412
Precautionary Statements
P210 - P231 + P232 - P280 - P301 + P310 + P331 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310 - P370 + P378
Hazard Classifications
Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3 - Water-react 1
Target Organs
Central nervous system
Supplementary Hazards
EUH014
Storage Class Code
4.2 - Pyrophoric and self-heating hazardous materials
WGK
WGK 3
Flash Point(F)
39.2 °F - closed cup
Flash Point(C)
4 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves