Merck
All Photos(3)

400173

Sigma-Aldrich

Lithium tert-butoxide

97%

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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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.

Packaging

25, 100 g in glass bottle

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

Certificate of Analysis

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Certificate of Origin

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