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L2904

Lithium tri-tert-butoxyaluminum hydride

Name: Lithium tri-<I>tert</I>-butoxyaluminum hydride
Brand: ALDRICH

97%

Synonym(s):

LTBA, Lithium aluminum-tri-tert-butoxyhydride

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About This Item

Linear Formula:

LiAlH[OC(CH₃)₃]₃

CAS Number:

17476-04-9

Molecular Weight:

254.27

UNSPSC Code:

12352000

NACRES:

NA.22

PubChem Substance ID:

24896329

EC Number:

241-490-8

Beilstein/REAXYS Number:

5796791

MDL number:

MFCD00011532

Assay:

97%

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Properties

Quality Level

100

assay

97%

reaction suitability

reagent type: reductant

mp

300-319 °C (dec.) (lit.)

SMILES string

[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;

InChI key

BYBIDFZFKATBFH-UHFFFAOYSA-N

Description

Application

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

Reducing agent

pictograms

GHS02,GHS05

signalword

Danger

Storage Class

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Hazard Classifications

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

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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)

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Global Trade Item Number

SKU	GTIN
L2904-5G	04061833553794
L2904-25G	04061833553787
L2904-100G	04061833553770