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241814

Sigma-Aldrich

Lithium tri-tert-butoxyaluminum hydride solution

1.0 M in THF

Synonym(s):

LTTBA, Lithium hydrotri-tert-butoxyaluminate, Tri-tert-butoxyaluminumlithium hydride

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About This Item

Linear Formula:
LiAlH[OC(CH3)3]3
CAS Number:
17476-04-9
Molecular Weight:
254.27
Beilstein:
5796791
MDL number:
MFCD00011532
UNSPSC Code:
12352000
PubChem Substance ID:
24854332
NACRES:
NA.22

form

liquid

Quality Level

100

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.904 g/mL at 25 °C

SMILES string

[Li+].CC(C)(C)O[AlH-](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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General description

Lithium tri-tert-butoxyaluminum hydride is a mild reducing agent mainly used for the selective reduction of ketones.

Application

  • Reducing agent

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Respiratory system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

241814-BULK:
241814-VAR:
241814-100ML:4548173122991
241814-800ML:4548173123004

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN6847
SHBL7995
SHBH2583V
SHBH0267V
SHBF3998V

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The use of 4, 4-disubstituted nopinones for natural-product synthesis. Synthesis of elemanoid sesquiterpenes.
Kato M, et al.
The Journal of Organic Chemistry, 56(25), 7071-7076 (1991)
Stereoselectivity of lithium tri-tert-butoxyaluminum hydride.
Ashby EC, et al.
The Journal of Organic Chemistry, 36(1), 197-199 (1971)
Synthesis of an enantiomerically pure intermediate containing the CD substructure of taxol.
Isaacs RC, et al.
The Journal of Organic Chemistry, 58(15), 3938-3941 (1993)
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The four stereoisomers of the 2-hydroxy derivatives of digitoxigenin and 3-epidigitoxigenin have been synthesized, their structures established by NMR, and their binding affinity for the digitalis receptor on Na+, K(+)-ATPase evaluated. These derivatives showed lower affinities than the parent compounds.

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