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441902

Sigma-Aldrich

Cesium carbonate

ReagentPlus®, 99%

Synonym(s):

Carbonic acid dicesium

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About This Item

Linear Formula:
Cs2CO3
CAS Number:
534-17-8
Molecular Weight:
325.82
Beilstein:
4546405
EC Number:
208-591-9
MDL number:
MFCD00010957
UNSPSC Code:
12352301
PubChem Substance ID:
24867711
NACRES:
NA.22

Quality Level

200

product line

ReagentPlus®

Assay

99%

form

powder and chunks

mp

610 °C (dec.) (lit.)

SMILES string

[Cs+].[Cs+].[O-]C([O-])=O

InChI

1S/CH2O3.2Cs/c2-1(3)4;;/h(H2,2,3,4);;/q;2*+1/p-2

InChI key

FJDQFPXHSGXQBY-UHFFFAOYSA-L

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General description

Cesium carbonate is a powerful inorganic base widely used in organic synthesis. It is a potential chemoselective catalyst for the reduction of aldehydes and ketones to alcohols. It is employed as base for the Heck coupling reaction of 4-trifluoromethyl-1-chlorobenzene and aryl chlorides.

Application

Cesium carbonate can be used as a base in C-C and C-N cross-coupling reactions such as Suzuki−Miyaura, Heck, and Buchwald-Hartwig amination reactions. It is also used as a base in alkylation reactions.
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionHealth hazard
GHS05,GHS08

Signal Word

Danger

Hazard Statements

H318 - H361f - H373

Hazard Classifications

Eye Dam. 1 - Repr. 2 - STOT RE 2 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Cesium carbonate (CS2CO3)
Lehmann F
Synlett, 2004(13), 2447-2448 (2004)
Mengdi Zhao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(30), 9259-9262 (2014-07-06)
Cs2CO3 has been found to be an efficient and chemoselective catalyst for reduction of aldehydes and ketones to alcohols with one equivalent of Ph2SiH2 as the reductant under solvent-free conditions. Most of the aldehydes employed can be effectively hydrosilated quantitatively
A Zapf et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 7(13), 2908-2915 (2001-08-07)
A detailed investigation into the influence of phosphines, additives, bases and solvents on the Heck coupling reaction of 4-trifluoromethyl-1-chlorobenzene (2) is presented. It is shown that a number of catalyst systems exist for efficient cross coupling of electron-deficient aryl chlorides
Single and double Suzuki- Miyaura couplings with symmetric dihalobenzenes
Sinclair DJ and Sherburn MS
The Journal of Organic Chemistry, 70(9), 3730-3733 (2005)
Pd-SAPO-31, an efficient, heterogeneous catalyst for Heck reactions of aryl chlorides.
Srivastava R, et al.
Tetrahedron Letters, 44(18), 3649-3651 (2003)
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The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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