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441902

Sigma-Aldrich

Cesium carbonate

ReagentPlus®, 99%

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Synonym(s):
Carbonic acid dicesium
Linear Formula:
Cs2CO3
CAS Number:
Molecular Weight:
325.82
Beilstein:
4546405
EC Number:
MDL number:
UNSPSC Code:
12352301
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Kidney,Adrenal gland,Testes

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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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product 441902, Cesium Carbonate, soluble in?

    According to the chemicals encyclopedia published by the Royal Society of Chemistry:13th Edition this product is extremely soluble in water and alcohol.  It is also soluble in ether.

  4. What are the impurities present in Product 441902, Cesium Carbonate?

    We have performed any impurity profiling or testing on this product.  However, it has been noted that some of the trace metallic impurities could include, but are not limited to, the following: Lithium, Sodium, Potassium, Rubidium, Aluminum, Barium, Calcium, Chromium, Iron, Magnesium, Nickel, and Silicon.

  5. Product 441902, Cesium Carbonate, is very hygroscopic, how should it be handled in order to preserve the compound?

    When we package this product, it is packaged and sealed under a total nitrogen atmosphere to avoid any absorption of water from the atmosphere.  It would be optimal to do the same.  If you do not have a glove box or glove bag we do offer Aldrich Atmosbags that can used to help provide an inert atmosphere for compounds such as Cesium Carbonate. One could also flush the head space of the bottle before sealing it to help prevent the material from absorbing moisture during storage.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
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
Cesium carbonate (CS2CO3)
Lehmann F
Synlett, 2004(13), 2447-2448 (2004)
Synthesis of biologically potent new 3-(heteroaryl) aminocoumarin derivatives via Buchwald-Hartwig C-N coupling.
Das AR, et al.
Tetrahedron Letters, 51(7), 1099-1102 (2010)

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