192724

Diisobutylaluminum hydride solution

25 wt. % in toluene

• Synonyme(s) : DIBAL, DIBAL-H
• Formule linéaire : [(CH₃)₂CHCH₂]₂AlH
• Numéro CAS: 1191-15-7
• Poids moléculaire : 142.22
• Numéro Beilstein : 4123663
• Numéro MDL: MFCD00008928
• Code UNSPSC : 12352001
• ID de substance PubChem : 24851561
• Nomenclature NACRES : NA.22

Propriétés

• Forme: liquid
• Niveau de qualité: 200
• Pertinence de la réaction: reagent type: reductant
• Concentration: 25 wt. % in toluene
• Densité: 0.846 g/mL at 25 °C
• Chaîne SMILES: CC(C)C[AlH]CC(C)C
• InChI: 1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;
• Clé InChI: AZWXAPCAJCYGIA-UHFFFAOYSA-N

Description

Description générale

Diisobutylaluminum hydride solution is a strong reducing agent used to convert arylpropiolate esters to their propargyl alcohols.

Diisobutylaluminum hydride reducing agent is commonly used for the reduction of an ester to aldehyde.

Application

Diisobutylaluminum hydride solution (25 wt. % in toluene) has been used for the reduction of imides:

• 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.

Conditionnement

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.

Informations légales

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H250,H260,H304,H314,H336,H361d,H373,H412
• Conseils de prudence: P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P370 + P378
• Classification des risques: Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 Inhalation - STOT SE 3 - Water-react 1
• Organes cibles: Central nervous system
• Risques supp: EUH014
• Code de la classe de stockage: 4.2 - Pyrophoric and self-heating hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 39.2 °F - closed cup
• Point d'éclair (°C): 4 °C - closed cup
• Équipement de protection individuelle: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter