715468
Barium tert-butoxide
85%
Synonym(s):
Barium di-t-butoxide
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About This Item
Empirical Formula (Hill Notation):
C8H18BaO2
CAS Number:
Molecular Weight:
283.55
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352001
MDL number:
Assay:
85%
Form:
powder
InChI key
SLPLCLDJTNLWPW-UHFFFAOYSA-N
SMILES string
CC(C)(C)O[Ba]OC(C)(C)C
InChI
1S/2C4H9O.Ba/c2*1-4(2,3)5;/h2*1-3H3;/q2*-1;+2
assay
85%
form
powder
mp
>200 °C
storage temp.
2-8°C
Quality Level
Related Categories
General description
Barium tert-butoxide is a Brønsted base catalyst that can be used as a precursor of various barium catalysts like barium aryloxide. It can also be used in the preparation of barium diphenylmethanide, applicable in the organometallic chemistry.
Application
Barium tert-butoxide can be used:
- As a catalyst along with various phenolic ligands in the aldol reactions of amides with aldehydes and ketones.
- To prepare yttrium and copper metal complexes by reacting with Y(thd)3 and Cu(thd)2, where “thd” is 2,2,6,6-tetramethylheptane-3,5-dione.
- As an initiator along with an alkyl lithium in the butadiene copolymerization reaction.
- In the iridium catalyzed allylic alkylation of non-stabilized enolates.
signalword
Danger
hcodes
Hazard Classifications
Flam. Sol. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Highly anti-Selective Catalytic Aldol Reactions of Amides with Aldehydes
Saito S and Kobayashi S
Journal of the American Chemical Society, 128(27), 8704-8705 (2006)
Reactivity of mixed-metal BaCu and BaY β-diketonatoalkoxides with lewis bases: Molecular structures of [Ba2Cu (μ3, η2-OCHMeCH2NMe2) 2 (μ, η2-thd) 2 (η2-thd) 2 (PriOH2],[Cu3 (μ3-OBut) 2 (μ-OBut)(η2-thd) 3] and [Ba (η2-thd) 2 (TMEDA) 2]
Labrize F, et al.
Polyhedron, 15(4), 577-589 (1996)
Iridium-catalyzed diastereo-, enantio-, and regioselective allylic alkylation with prochiral enolates
Hethcox JC, et al.
ACS Catalysis, 6(9), 6207-6213 (2016)
Accessible microstructures of polybutadiene by anionic polymerization
Forens A, et al.
Polymer, 153(4), 103-122 (2018)
Barium tert-butoxide
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2009)
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