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215007

Sigma-Aldrich

Diisobutylaluminum hydride solution

1.0 M in toluene

Sinônimo(s):

DIBAL, DIBAL-H

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About This Item

Fórmula linear:
[(CH3)2CHCH2]2AlH
Número CAS:
1191-15-7
Peso molecular:
142.22
Beilstein:
4123663
Número MDL:
MFCD00008928
Código UNSPSC:
12352001
eCl@ss:
38120609
ID de substância PubChem:
24852861
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

Formulário

liquid

Nível de qualidade

200

adequação da reação

reagent type: reductant

concentração

1.0 M in toluene

densidade

0.858 g/mL at 25 °C

cadeia de caracteres SMILES

CC(C)C[AlH]CC(C)C

InChI

1S/2C4H9.Al.H/c2*1-4(2)3;;/h2*4H,1H2,2-3H3;;

chave InChI

AZWXAPCAJCYGIA-UHFFFAOYSA-N

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Aplicação

Diisobutylaluminum hydride solution (1M in toluene) has been used for the reduction of aziridine esters to the corresponding aldehydes.[1] It has also been used in the synthesis of dialkylaluminum alkoxides from alcohols.[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.

Embalagem

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
View returnable container options.

Informações legais

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

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Central nervous system

Perigos de suplementos

EUH014

Código de classe de armazenamento

4.2 - Pyrophoric and self-heating hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

39.2 °F - closed cup

Ponto de fulgor (°C)

4 °C - closed cup

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Certificados de análise (COA)

Lot/Batch Number
SHBS3614
SHBR6962
SHBS0559
SHBS0567
SHBR5665

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Rotstein BH, et al.
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Macromolecular engineering of polyactones and polyactides. 12. Study of the depolymerization reactions of poly (. epsilon.-caprolactone) with functional aluminum alkoxide end groups.
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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.
K Hirota et al.
Nucleic acids symposium series, (34)(34), 15-16 (1995-01-01)
It is reported that the diisobutylaluminum hydride (DIBALH) reduction of inosine and adenosine derivatives (1a and 1d) causes cleavage of the ribose moiety to give the corresponding 9-ribitylhypoxanthine (2a) and 9-ribityladenine (2d), respectively. The substitution effect of purine nucleosides on
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 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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  2. 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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