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L2904

Sigma-Aldrich

Lithium tri-tert-butoxyaluminum hydride

97%

Sinónimos:

LTBA, Lithium aluminum-tri-tert-butoxyhydride

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About This Item

Fórmula lineal:
LiAlH[OC(CH3)3]3
Número de CAS:
17476-04-9
Peso molecular:
254.27
Beilstein:
5796791
Número CE:
241-490-8
Número MDL:
MFCD00011532
Código UNSPSC:
12352000
ID de la sustancia en PubChem:
24896329
NACRES:
NA.22

Ensayo

97%

idoneidad de la reacción

reagent type: reductant

mp

300-319 °C (dec.) (lit.)

cadena SMILES

[H][Al]([Li])(OC(C)(C)C)(OC(C)(C)C)OC(C)(C)C

InChI

1S/3C4H9O.Al.Li.H/c3*1-4(2,3)5;;;/h3*1-3H3;;;/q3*-1;+2;+1;

Clave InChI

BYBIDFZFKATBFH-UHFFFAOYSA-N

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Categorías relacionadas

Aplicación

  • Reducing agent
Lithium tri-tert-butoxyaluminum hydride (LTBA) is a stable[1], mild reducing agent that is used to selectively reduce aldehydes and ketones in the presence of esters.[2] It can also be used to reduce imidoyl chlorides to aldimines[3] and aromatic disulfides to the corresponding thiols.[4]

Pictogramas

FlameCorrosion
GHS02,GHS05

Palabra de señalización

Danger

Frases de peligro

H260,H314

Clasificaciones de peligro

Eye Dam. 1 - Skin Corr. 1B - Water-react 1

Riesgos supl.

EUH014

Código de clase de almacenamiento

4.3 - Hazardous materials which set free flammable gases upon contact with water

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
SHBQ6520
SHBN9172
SHBJ6003
SHBJ3406
SHBG9725V

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Rapid and selective reduction of functionalized aromatic disulfides with lithium tri-tert-butoxyaluminohydride. A remarkable steric and electronic control. Comparison of various hydride reagents.
Krishnamurthy S and Aimino D
The Journal of Organic Chemistry, 54(18), 4458-4462 (1989)
Remarkably facile reductive opening of tetrahydrofuran and related ethers by lithium tri-tert-butoxyaluminohydride in the presence of triethylborane.
Brown H C, et al.
Journal of the American Chemical Society, 94(5), 1750-1751 (1972)
Facile preparation of polyfluoroalkylated aldimines from polyfluoroalkanoic acids.
Takagi J, et al.
Synthesis, 2007(11), 1624-1628 (2007)
Electrolytic Decarboxylation. 6. A Convenient Synthesis of 3-(cis-3-Hexenyl)-2-cyclopentenone, a Precursor of cis-Jasmone Synthesis.
Torii S, et al.
Bulletin of the Chemical Society of Japan, 55(12), 3947-3948 (1982)

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

      Helpful?

  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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