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Merck
CN

L2904

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
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
24896329
EC Number:
241-490-8
Beilstein/REAXYS Number:
5796791
MDL number:
MFCD00011532
Assay:
97%

Key Documents

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InChI

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

InChI key

BYBIDFZFKATBFH-UHFFFAOYSA-N

SMILES string

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

assay

97%

reaction suitability

reagent type: reductant

mp

300-319 °C (dec.) (lit.)

Quality Level

100

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

hcodes

H260,H314

supp_hazards

EUH014

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ6520
SHBN9172
SHBJ6003
SHBJ3406
SHBG9725V

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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)
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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