Skip to Content
Merck
CN

703788

Sodium tert-butoxide

99.9%

Synonym(s):

Sodium 2-methylpropan-2-olate, Sodium t-butoxide, Sodium tert-butanolate, Sodium tert-butylate

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
NaOC(CH3)3
CAS Number:
865-48-5
Molecular Weight:
96.10
UNSPSC Code:
12352107
PubChem Substance ID:
329762066
NACRES:
NA.22
EC Number:
212-741-9
MDL number:
MFCD00040575
Beilstein/REAXYS Number:
3654215

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Sodium tert-butoxide, 99.9%

SMILES string

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

InChI key

MFRIHAYPQRLWNB-UHFFFAOYSA-N
MFRIHAYPQRLWNB-UHFFFAOYSA-N

InChI

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

assay

99.9%

form

powder

density

1.025  g/cm3 at 68 °F

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 1 - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 1

flash_point_f

57.2 °F

flash_point_c

14 °C

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000452064
0000452064
0000452063
0000452063
0000410156

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

tert-Butoxide-Mediated C-H Bond Arylation of Aromatic Compounds with Haloarenes
Yanagisawa S and Itami K
ChemCatChem, 3(5), 827-829 (2011)
Desulfonylation of Indoles and 7-Azaindoles Using Sodium tert-Butoxide
Chaulet C, et al.
Synlett, 2010(10), 1481-1484 (2010)
Synthesis of acrylates from olefins and CO2 using sodium alkoxides as bases
Manzini S, et al.
Catalysis Today, 281(10), 379-386 (2017)
Palladium-catalyzed formation of aryl tert-butyl ethers from unactivated aryl halides
Parrish CA and Buchwald SL
The Journal of Organic Chemistry, 66(7), 2498-2500 (2001)
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)

Articles

AdQPhos and Pd pre catalysts for alpha arylation reaction

Discover AdQPhos and its Pd pre-catalysts for selective α-arylation of diverse nucleophiles under mild aqueous conditions without hazardous solvents.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service