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190306

Diisobutylaluminum hydride solution

1.0 M in hexanes

Synonyme(s) :

DIBAL, DIBAL-H

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About This Item

Formule linéaire :

[(CH₃)₂CHCH₂]₂AlH

Numéro CAS:

Poids moléculaire :

142.22

Numéro Beilstein :

4123663

Numéro MDL:

Code UNSPSC :

12352001

ID de substance PubChem :

Nomenclature NACRES :

NA.22

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Forme

liquid

Niveau de qualité

Pertinence de la réaction

reagent type: reductant

Concentration

1.0 M in hexanes

Densité

0.701 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

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Description générale

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.

Pictogrammes

Flame

Health hazard

Corrosion

Exclamation mark

Environment

GHS02,GHS08,GHS05,GHS07,GHS09

Mention d'avertissement

Danger

Mentions de danger

H225,H250,H260,H304,H314,H336,H361f,H372,H411

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 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

Organes cibles

Central nervous system, Nervous system

Risques supp

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)

-9.4 °F - closed cup

Point d'éclair (°C)

-23 °C - closed cup

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Chemoselective Reduction of Esters to Aldehydes by Potassium Diisobutyl-t-butoxyaluminum Hydride (PDBBA).

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Facile reductive cleavage of purine nucleosides to acyclonucleosides using diisobutylaluminium hydride (DIBAL): a new synthetic method for the preparation of 9-ribitylpurine derivatives.

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Reaction of purine nucleosides, such as 2',3'-isopropylideneinosine (1a) and 2',3'-isopropylideneadenosine (1c), with diisobutylaluminum hydride (DIBAL) in dry tetrahydrofurane resulted in the formation of the corresponding 9-(2',3'-isopropylideneribity)purines (2) in good yields. Oxidation of the ribityl derivatives (2) with NalO4 and subsequent

Regioselective synthesis of heterocycles containing nitrogen neighboring an aromatic ring by reductive ring expansion using diisobutylaluminum hydride and studies on the reaction mechanism.

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

DIBALH mediated reduction of the acetal moiety on perhydrofuro[2,3-b]pyran derivatives.

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Carbohydrate research, 335(1), 63-70 (2001-09-13)

The reaction of DIBALH with bis(heteroannulated)-pyranosides containing the perhydrofuro[2,3-b]pyran moiety is described. The hydride attack at the anomeric carbon (C-9a) resulted in the exclusive tetrahydrofuran ring opening. The selectivity of this reaction has been evaluated as other benzylidene acetals built

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