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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
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Quality Level

200

product line

ReagentPlus®

Assay

99%

form

powder and chunks

pH range

10-13

mp

610 °C (dec.) (lit.)

solubility

distilled water: soluble

density

4.072 g/cm3 at 20 °C

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.[1] It is a potential chemoselective catalyst for the reduction of aldehydes and ketones to alcohols.[2] It is employed as base for the Heck coupling reaction of 4-trifluoromethyl-1-chlorobenzene[3] and aryl chlorides.[4]

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.[5][6][7] It is also used as a base in alkylation reactions.[6][7]
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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL2035
BCCL9364
BCCJ8085
BCCK1285
BCCH3934

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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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Questions

1–6 of 6 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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