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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

Health hazardCorrosion
GHS08,GHS05

Signal Word

Danger

Hazard Statements

H318,H361f,H373

Hazard Classifications

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

Target Organs

Kidney,Adrenal gland,Testes

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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
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