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400173

Sigma-Aldrich

Lithium tert-butoxide

97%

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Synonym(s):
LiOtBu
Linear Formula:
(CH3)3COLi
CAS Number:
Molecular Weight:
80.05
Beilstein:
3620018
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

Assay

97%

form

powder and chunks

SMILES string

[Li+].CC(C)(C)[O-]

InChI

1S/C4H9O.Li/c1-4(2,3)5;/h1-3H3;/q-1;+1

InChI key

LZWQNOHZMQIFBX-UHFFFAOYSA-N

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This Item
348937229733449903
Lithium tert-butoxide 97%

400173

Lithium tert-butoxide

Lithium isopropoxide 95%

348937

Lithium isopropoxide

Lithium bromide powder and chunks, ≥99.995% trace metals basis

229733

Lithium bromide

Lithium fluoride ≥99.99% trace metals basis

449903

Lithium fluoride

form

powder and chunks

form

powder and chunks

form

powder and chunks

form

powder and chunks

Application

Lithium tert-butoxide (LiOtBu) is a weakly basic and nucleophilic alkali metal oxide commonly used as an initiator for anionic polymerization.
Other synthetic applications:
  • In combination with potassium diisopropylamide, LiOtBu can be used to deprotonate 1-(phenylseleno) alkenes and bis (phenylseleno) acetals.
  • LiOtBu can mediate the α-alkylation reaction of ketones with primary alcohols in the absence of any transition metal catalyst.
  • LiOtBu is an effective base for the synthesis of 3,4,5-trisubstituted 3H-oxazol-2-ones and 3,4-disubstituted (Z)-oxazolidin-2-ones from substituted propargyl alcohols and aryl/alkyl isocyanates using DMF as a solvent.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Self-heat. 1 - Skin Corr. 1B

Supplementary Hazards

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Slide 1 of 5

1 of 5

Organoselenium chemistry. 4. Deprotonations with potassium diisopropylamide-lithium tert-butoxide. Alkylation of 1-(phenylseleno) alkenes and bis (phenylseleno) acetals.
Raucher S and Koolpe G A
The Journal of Organic Chemistry, 43(19), 3794-3796 (1978)
Microstructure analysis of poly (lactic acid) obtained by lithium tert-butoxide as initiator.
Kasperczyk J E, et al.
Macromolecules, 28(11), 3937-3939 (1995)
Lithium tert-butoxide mediated α-alkylation of ketones with primary alcohols under transition-metal-free conditions.
Liang Y F, et al.
Royal Society of Chemistry Advances, 3(21), 7739-7742 (2013)
The role of association/complexation equilibria in the anionic polymerization of (meth) acrylates.
Kunkel D, et al.
Macromolecular Symposia, 60(1), 315-326 (1992)
Lithium tert-Butoxide.
Caine D.
e-EROS Encyclopedia of Reagents for Organic Synthesis. null

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