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190306

Sigma-Aldrich

Diisobutylaluminum hydride solution

1.0 M in hexanes

Synonyme(s) :

DIBAL, DIBAL-H

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86,60 $
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Disponible pour expédition le10 avril 2025Détails

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100 ML
86,60 $
4 X 100 ML
250,00 $
800 ML
336,00 $

About This Item

Formule linéaire :
[(CH3)2CHCH2]2AlH
Numéro CAS:
1191-15-7
Poids moléculaire :
142.22
Beilstein:
4123663
Numéro MDL:
MFCD00008928
Code UNSPSC :
12352001
ID de substance PubChem :
24851429
Nomenclature NACRES :
NA.22

86,60 $

Disponible pour expédition le10 avril 2025Détails

Devis pour commande en gros

Forme

liquid

Niveau de qualité

200

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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Catégories apparentées

Description générale

Diisobutylaluminum hydride reducing agent is commonly used for the reduction of an ester to aldehyde.[1]

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.[1] The DIBAL-triethylamine complex can reduce α-oxoketene dithioacetal to the saturated ketone.[2]
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.

Mention d'avertissement

Danger

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

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)

-9.4 °F - closed cup

Point d'éclair (°C)

-23 °C - closed cup

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Certificats d'analyse (COA)

Lot/Batch Number
SHBS6725
SHBR6650
STBL3842
STBL4784
STBL2310

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alpha.-Oxoketene dithioacetal chemistry. 2. Conjugate reductions with electrophilic reducing agents.
Gammill R
The Journal of Organic Chemistry, 46(17), 3555-3558 (1981)
Chemoselective Reduction of Esters to Aldehydes by Potassium Diisobutyl-t-butoxyaluminum Hydride (PDBBA).
Chae MJ, et al.
Bull. Korean Chem. Soc., 28(12), 2517-2517 (2007)
Takashi Tomioka et al.
The Journal of organic chemistry, 76(11), 4669-4674 (2011-04-30)
Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation.
A direct entry to substituted N-methoxyamines from N-methoxyamides via N-oxyiminium ions.
Kenji Shirokane et al.
Angewandte Chemie (International ed. in English), 49(36), 6369-6372 (2010-07-31)
Carl A Busacca et al.
The Journal of organic chemistry, 73(4), 1524-1531 (2008-01-17)
The reduction of tertiary phosphine oxides (TPOs) and sulfides with diisobutylaluminum hydride (DIBAL-H) has been studied in detail. An extensive solvent screen has revealed that hindered aliphatic ethers, such as MTBE, are optimum for this reaction at ambient temperature. Many
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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