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L2904

Sigma-Aldrich

Lithium tri-tert-butoxyaluminum hydride

97%

Synonym(s):
LTBA, Lithium aluminum-tri-tert-butoxyhydride
Linear Formula:
LiAlH[OC(CH3)3]3
CAS Number:
Molecular Weight:
254.27
Beilstein:
5796791
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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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

Packaging

5, 25, 100 g in glass bottle

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B - Water-react. 1

Supplementary Hazards

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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)
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)
Facile preparation of polyfluoroalkylated aldimines from polyfluoroalkanoic acids.
Takagi J, et al.
Synthesis, 2007(11), 1624-1628 (2007)

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