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L2904

Sigma-Aldrich

Lithium tri-tert-butoxyaluminum hydride

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
Beilstein/REAXYS Number:
5796791
EC Number:
241-490-8
MDL number:
MFCD00011532
UNSPSC Code:
12352000
PubChem Substance ID:
24896329
NACRES:
NA.22

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

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Related Categories

Application

  • Reducing agent
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.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

Hazard Classifications

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

supp_hazards

EUH014

Storage Class

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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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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)
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)

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