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215007

Sigma-Aldrich

Idruro di diisobutilalluminio

1.0 M in toluene

Sinonimo/i:

DIBAL, DIBAL-H

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About This Item

Formula condensata:
[(CH3)2CHCH2]2AlH
Numero CAS:
Peso molecolare:
142.22
Beilstein:
4123663
Numero MDL:
Codice UNSPSC:
12352001
eCl@ss:
38120609
ID PubChem:
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Stato

liquid

Livello qualitativo

Impiego in reazioni chimiche

reagent type: reductant

Concentrazione

1.0 M in toluene

Densità

0.858 g/mL at 25 °C

Stringa SMILE

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

InChI

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

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Applicazioni

Utilizzato nella debrominazione riduttiva degli alchil bromuri secondari catalizzata da Pd. O-debenzilazione e apertura dell′anello di furanosidi perbenzilati. Comoda generazione in situ di HZrCp2Cl da ZrCp2Cl2 e DIBAL-H.
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]

Confezionamento

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

Note legali

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

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Central nervous system

Rischi supp

Codice della classe di stoccaggio

4.2 - Pyrophoric and self-heating hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

39.2 °F - closed cup

Punto d’infiammabilità (°C)

4 °C - closed cup


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Certificati d'analisi (COA)

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Synthesis of peptide macrocycles using unprotected amino aldehydes.
Rotstein BH, et al.
Nature Protocols, 5(11), 1813-1813 (2010)
Macromolecular engineering of polyactones and polyactides. 12. Study of the depolymerization reactions of poly (. epsilon.-caprolactone) with functional aluminum alkoxide end groups.
Dubois P, et al.
Macromolecules, 26(17), 4407-4412 (1993)
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
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)
Thomas Lecourt et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(12), 2960-2971 (2004-06-24)
To explain the remarkable regioselective de-O-benzylating properties of diisobutylaluminium hydride (DIBAL-H) and triisobutylaluminium (TIBAL) towards polybenzylated sugars or cyclodextrins, we propose a plausible mechanistic rationale critically involving the kinetic formation of a product-generating 2:1 Al-benzylated sugar complex. For the reaction

Questions

1–2 of 2 Questions  
  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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