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20959

Sigma-Aldrich

Cesium carbonate

puriss. p.a., ≥99.0%

Synonym(s):

Carbonic acid dicesium

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About This Item

Linear Formula:
Cs2CO3
CAS Number:
Molecular Weight:
325.82
Beilstein:
4546405
EC Number:
MDL number:
UNSPSC Code:
12352301
PubChem Substance ID:
NACRES:
NA.22

grade

puriss. p.a.

Quality Level

Assay

≥99.0% (T)
≥99.0%

impurities

≤0.002% total nitrogen (N)

mp

610 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤20 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

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 an inorganic base generally used in C, N, O-arylation and alkylation reactions. It is also used in six-membered annulation, cross-coupling, intramolecular and intermolecular cyclizations, aza-Henry reaction, Horner-Emmons cyclization, and cycloaddition reactions.

Application

Cesium carbonate, an alkali metal carbonate, is a commonly used inorganic base in organic reactions.
Synthetic applications:
  • As a catalyst to synthesize quinazoline-2,4(1H,3H)-diones from substituted 2-aminobenzonitriles and carbon dioxide.
  • As a base to synthesize cyclic carbonates using halo- or tosyl-alcohols and carbon dioxide in the absence of any transition metal or organo catalyst.
  • In combination with alkyl halide and acetonitrile, it forms an effective system for the alkylation method of phenols.

Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.

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

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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Facile synthesis of alkyl phenyl ethers using cesium carbonate.
Lee J C, et al.
Synthetic Communications, 25(9), 1367-1370 (1995)
Cesium carbonate: a powerful inorganic base in organic synthesis.
Flessner T and Doye S.
J. Prakt. Chem., 341(2), 186-190 (1999)
Synthesis of cyclic carbonates with carbon dioxide and cesium carbonate.
Reithofer M R, et al.
Green Chemistry, 15(8), 2086-2090 (2013)
Cesium carbonate catalyzed efficient synthesis of quinazoline-2, 4 (1 H, 3 H)-diones using carbon dioxide and 2-aminobenzonitriles.
Patil Y P, et al.
Green Chemistry Letters and Reviews, 1(2), 127-132 (2008)
Cesium carbonate
e-EROS Encyclopedia of Reagents for Organic Synthesis (2016)

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