214973
Diisobutylaluminum hydride solution
1.0 M in methylene chloride
Synonym(s):
DIBAL, DIBAL-H
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Linear Formula:
[(CH3)2CHCH2]2AlH
CAS Number:
Molecular Weight:
142.22
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
38120609
UNSPSC Code:
12352001
MDL number:
Beilstein/REAXYS Number:
4123663
Form:
liquid
InChI
1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;
SMILES string
CC(C)C[AlH]CC(C)C
InChI key
AZWXAPCAJCYGIA-UHFFFAOYSA-N
form
liquid
reaction suitability
reagent type: reductant
concentration
1.0 M in methylene chloride
density
1.23 g/mL at 25 °C
storage temp.
2-8°C
Quality Level
Looking for similar products? Visit Product Comparison Guide
Related Categories
General description
Diisobutylaluminum hydride is a reducing agent for many functional groups commonly used in organic synthesis.
Application
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.
Diisobutylaluminum hydride solution (1 M in dichloromethane) has been used in the conversion of esters into α-fluoro-α,β-unsaturated esters in the presence of fluorocarboalkoxy-substituted dialkyl phosphonate anions via Horner-Wadsworth-Emmons reaction. It can be used in the multi-step synthesis of (S)-2-methyl tetrahydropyridine-N-oxide, a key structural moiety of bio-active compounds like himbacine and solenopsin-A.
signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1
target_organs
Central nervous system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 2
Regulatory Information
新产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Diisobutylaluminum Hydride.
Galatsis P
e-EROS Encyclopedia of Reagents for Organic Synthesis (2008)
Reduction-olefination of esters: a new and efficient synthesis of. alpha.-fluoro. alpha.,. beta.-unsaturated esters.
Thenappan A
The Journal of Organic Chemistry, 55(15), 4639-4642 (1990)
An enantioselective route to trans-2, 6-disubstituted piperidines
Chackalamannil S
Tetrahedron, 53(32), 11203-11210 (1997)
Reaction of diisobutylaluminum hydride with selected organic compounds containing representative functional groups
Yoon N M
The Journal of Organic Chemistry, 50(14), 2443-2450 (1985)
Hidetsura Cho et al.
The Journal of organic chemistry, 75(3), 627-636 (2009-12-31)
A systematic investigation of the reductive ring-expansion reaction of cyclic ketoximes fused to aromatic rings with diisobutylaluminum hydride (DIBALH) is described. This reaction regioselectively afforded a variety of five- to eight-membered bicyclic heterocycles or tricyclic heterocycles containing nitrogen neighboring an
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service