703788
Sodium tert-butoxide
99.9%
Synonym(s):
Sodium 2-methylpropan-2-olate, Sodium t-butoxide, Sodium tert-butanolate, Sodium tert-butylate
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About This Item
Linear Formula:
NaOC(CH3)3
CAS Number:
Molecular Weight:
96.10
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22
EC Number:
212-741-9
MDL number:
Beilstein/REAXYS Number:
3654215
Assay:
99.9%
Form:
powder
Quality Level
assay
99.9%
form
powder
density
1.025 g/cm3 at 68 °F
SMILES string
[Na+].CC(C)(C)[O-]
InChI
1S/C4H9O.Na/c1-4(2,3)5;/h1-3H3;/q-1;+1
InChI key
MFRIHAYPQRLWNB-UHFFFAOYSA-N
Application
Sodium tert-butoxide can be used as:
- A promoter for the synthesis of biaryls by C-H bond arylation of aromatic compounds with haloarenes.
- A base in palladium catalyzed amination reactions.
- A base in the synthesis of aryl tert-butyl ethers from unactivated aryl halides in presence of palladium catalyst.
- In the desulfonylation of N-indoles and N-azaindoles.
- As a base in the synthesis of sodium acrylates from olefins and CO2.
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 1 - Skin Corr. 1B
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 1
flash_point_f
57.2 °F
flash_point_c
14 °C
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Articles
Discover AdQPhos and its Pd pre-catalysts for selective α-arylation of diverse nucleophiles under mild aqueous conditions without hazardous solvents.
β-Hydrogen-Containing Sodium Alkoxides as Suitable Bases in Palladium-Catalyzed Aminations of Aryl Halides
Prashad M, et al.
The Journal of Organic Chemistry, 65(8), 2612-2614 (2000)
tert-Butoxide-Mediated C-H Bond Arylation of Aromatic Compounds with Haloarenes
Yanagisawa S and Itami K
ChemCatChem, 3(5), 827-829 (2011)
Synthesis of acrylates from olefins and CO2 using sodium alkoxides as bases
Manzini S, et al.
Catalysis Today, 281(10), 379-386 (2017)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 703788-25G | 04061833390320 |
| 703788-5G | 04061833490716 |