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400173

Sigma-Aldrich

Lithium tert-butoxide

97%

Sinonimo/i:

LiOtBu

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About This Item

Formula condensata:
(CH3)3COLi
Numero CAS:
1907-33-1
Peso molecolare:
80.05
Beilstein:
3620018
Numero CE:
217-611-5
Numero MDL:
MFCD00050479
Codice UNSPSC:
12352300
ID PubChem:
24864902
NACRES:
NA.22

Saggio

97%

Forma fisica

powder and chunks

Stringa SMILE

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

InChI

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

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Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

H251,H302,H314

Classi di pericolo

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

Rischi supp

EUH014

Codice della classe di stoccaggio

4.2 - Pyrophoric and self-heating hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
SHBD1745V
SHBK4610
SHBK2374
SHBJ9872
SHBH2066V

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The role of association/complexation equilibria in the anionic polymerization of (meth) acrylates.
Kunkel D, et al.
Macromolecular Symposia, 60(1), 315-326 (1992)
LiOtBu Promoted 5?Exo?dig Cyclization of Propargyl Alcohols and Isocyanates for the Synthesis of Multisubstituted 3H?Oxazol?2?ones and Oxazolidin?2?ones.
Savarimuthu S A, et al.
ChemistrySelect, 1(9), 2035-2039 (2016)
Lithium tert-Butoxide.
Caine D.
e-EROS Encyclopedia of Reagents for Organic Synthesis null
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)
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