dicaesium(1+) ion carbonate

• ChemBase ID: 108800
• Molecular Formular: CCs2O3
• Molecular Mass: 325.8198
• Monoisotopic Mass: 325.79564586
• SMILES: [Cs+].[Cs+].[O-]C(=O)[O-]
• Canonical SMILES: [O-]C(=O)[O-].[Cs+].[Cs+]
• InChI: InChI=1S/CH2O3.2Cs/c2-1(3)4;;/h(H2,2,3,4);;/q;2*+1/p-2
• InChIKey: FJDQFPXHSGXQBY-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: dicaesium(1+) ion carbonate
• IUPAC Traditional name: dicaesium(1+) CO3; dicaesium(1+) ion carbonate
• Synonyms: CESIUM CARBONATE, 99%; CESIUM CARBONATE; Carbonic acid dicesium; Cesium carbonate; Cesium carbonate, Puratronic®; Cesium carbonate; Caesium carbonate; 碳酸铯; 碳酸铯, Puratronic®

Database IDs

• CAS Number: 534-17-8
• EC Number: 208-591-9
• MDL Number: MFCD00010957
• Beilstein Number: 4546405
• Merck Index: 142010
• PubChem SID: 24880045; 162095613; 24855470; 24852579; 24852040; 24867711; 24880044
• PubChem CID: 10796
• Chemspider ID: 10339
• Wikipedia Title: Caesium_carbonate

CALCULATED PROPERTIES

• Acid pKa: 6.0525417
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.142811
• LogD (pH = 7.4): -1.1138874
• Log P: 0.25005138
• Molar Refractivity: 31.1724 cm^3
• Polarizability: 3.6386902 Å^3
• Polar Surface Area: 63.19 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 110 g/L in ethanol; 119.6 g/L in Dimethylformamide; 2605 g/L (15 °C) in water; 361.7 g/L in Dimethyl sulfoxide; 394.2 g/L in Sulfolane; 723.3 g/L in Methylpyrrolidone; Very soluble in water and alcohol. Soluble in ether
• Apperance: -20 Mesh Powder; Crystalline; powder; Powder; powder and chunks; Powder/Granules; white powder
• Melting Point: 610 °C (dec.)(lit.); 610 °C (decomp.); 610°C dec.
• Flash Point: non-flammable
• Density: 4.072; 4.072 g/cm^3

Safety Information

• Storage Warning: Hygroscopic
• RTECS: FK9400000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26; 26-37; S:20-25-26-37/39
• TSCA Listed: 是
• EU Index: not listed
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H303
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (T); ≥99.0%; ≥99.0% (T); 95+%; 99%; 99% (metals basis); 99.9%; 99.9% (metals basis); 99.9% trace metals basis; 99.95% trace metals basis; 99.99% (metals basis); 99.994% (metals basis); 99.995% trace metals basis
• Grade: Cabot® high-purity grade; Cabot® technical grade; puriss. p.a.; purum p.a.; ReagentPlus®
• Impurities: ≤0.002% total nitrogen (N)
• Cation Traces: Ca: ≤10 mg/kg; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Cd: ≤50 mg/kg; Co: ≤5 mg/kg; Co: ≤50 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Cu: ≤50 mg/kg; Fe: ≤5 mg/kg; Fe: ≤50 mg/kg; K: ≤200 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤250 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Ni: ≤50 mg/kg; Pb: ≤5 mg/kg; Pb: ≤50 mg/kg; Zn: ≤5 mg/kg; Zn: ≤50 mg/kg
• Antion Traces: chloride (Cl-): ≤1000 mg/kg; chloride (Cl-): ≤20 mg/kg; sulfate (SO42-): ≤50 mg/kg; sulfate (SO42-): ≤500 mg/kg
• Loss on Drying: ≤2% loss on drying
• Linear Formula: Cs2CO3

DETAILS

MP Biomedicals - 05210248

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05208776

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 202126

Application
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.
Catalyst for: Aerobic oxidation of primary alcohols1 1,4-addition reactions2Reagent for: Synthesis of phosphazene derivatives3 Constrictive binding interactions4 Intramolecular C-N cross coupling reactions5 Dehydrohalogenative polycondensation reactions6
Packaging
1 kg in poly bottle
5, 25, 100, 500 g in poly bottle

Sigma Aldrich - 562580

Application
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.
Catalyst for
• Aerobic oxidation of primary alcohols1
• 1,4-addition reactions2Reagent for:
• Synthesis of phosphazene derivatives3
• Constrictive binding interactions4
• Intramolecular C-N cross coupling reactions5
• Dehydrohalogenative polycondensation6
Packaging
1, 5 kg in poly bottle
Legal Information
Product of Cabot® Performance Materials
Cabot is a registered trademark of Cabot Corp.

Sigma Aldrich - 562572

Application
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.
Catalyst for:
• Aerobic oxidation of primary alcohols1 and of arylalkanes to aryl ketones.†
• 1,4-addition reactions2Reagent for:
• Synthesis of phosphazene derivatives3
• Constrictive binding interactions4
• Intramolecular C-N cross coupling reactions5
• Dehydrohalogenative polycondensation6
Packaging
1, 5 kg in poly bottle
Legal Information
Product of Cabot® Performance Materials
Cabot is a registered trademark of Cabot Corp.

Sigma Aldrich - 255645

Application
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.
Packaging
10, 50 g in poly bottle

Sigma Aldrich - 20960

Application
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.
Catalyst for: aerobic oxidation of primary alcohols1 1,4-addition reactions2Reagent for: Synthesis of phosphazene derivatives3 Constrictive binding interactions4 Intramolecular C-N cross coupling reactions5 Dehydrohalogenative polycondensation6
Other Notes
Used for preparing cesium carboxylates which react with halogenides to give esters and lactones 7; Used for an analogous preparation of thio ethers 8

Sigma Aldrich - 441902

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.
An attractive base that finds more and more applications in coupling chemistry.1Catalyst for: Aerobic oxidation of primary alcohols2 1,4-addition3Reagent for: Synthesis of phosphazene derivatives4 Constrictive binding interactions5 Intramolecular C-N cross coupling reactions6 Dehydohalogenative polycondensation7
Packaging
5 g in glass bottle
50, 100, 250, 500 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 554855

Application
Promotes the efficient O-alkylation of alcohols to form mixed alkyl carbonates.
Packaging
10, 50 g in poly bottle

Sigma Aldrich - 20959

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

REFERENCES

• Can be used to prepare Cs salts of N-protected amino acids or peptides, which can then be cleanly esterified by treatment with an alkyl halide in DMF: Helv. Chim. Acta, 56, 1476 (1973); J. Org. Chem., 42, 1286 (1977). Carboxylic acids can be esterified in high yield with an alkyl halide and Cs₂CO₃ at ambient temperature in DMF: Synth. Commun., 30, 2687 (2000). Benzoic acids can be esterified by refluxing with an alcohol in acetonitrile: Org. Prep. Proced. Int., 28, 480 (1996).
• The di-Cs salts of catechol and resorcinol are superior to other alkali metal salts in the reaction with dibromoethers in DMF to give crown ethers: J. Chem. Soc., Chem. Commun., 285 (1979). Also used in the facile synthesis of alkyl phenyl ethers from phenols and alkyl halides in acetonitrile: Synth. Commun., 25, 1367 (1995), and catalytically in the O-methylation of phenols by heating in excess dimethyl carbonate: Synlett, 1063 (1998); K₂CO₃ was found to be less effective. Indoles undergo N-alkylation in DMPU: Synlett, 2394 (2004).
• For use in formation of macrocyclic sulfides from dithiols and dibromoalkanes, see: J. Org. Chem., 46, 4481 (1981); Org. Synth. Coll., 8, 592 (1993). Salts of other metals are ineffective.
• For a review of the 'cesium ion effect' and macrocyclization, see: Org. Prep. Proced. Int., 24, 285 (1992).
• Superior base for Horner-Wadsworth-Emmons olefination reaction of phosphonates: Chem. Lett., 335 (1989); Bull. Soc. Chim. Belg., 100, 267 (1991).
• For cleavage of 2-oxazolidinones to give amino alcohols, see: Tetrahedron Lett., 28, 4185 (1987).
• For a brief feature on uses of the reagent in synthesis, see: Synlett, 2447 (2004).