Product Name
Cesium carbonate, 99.9%
Certificate of Analysis (COA)
Synonyms
Carbonic acid dicesium
IUPAC Name
dicesium;carbonate
InChI Key
FJDQFPXHSGXQBY-UHFFFAOYSA-L
SMILES
C(=O)(O-)O-.Cs+.Cs+
Product Introduction
Cesium Carbonate (CAS No. 534-17-8) is an inorganic cesium salt and a strong, non-nucleophilic inorganic base widely used in organic synthesis, medicinal chemistry, pharmaceutical research, materials chemistry, and cross-coupling reactions.
Its high solubility in certain organic solvents compared with many other inorganic carbonates makes Cesium Carbonate particularly useful in synthetic chemistry. It is frequently employed as a base for O-alkylation, N-alkylation, C–C coupling, C–N coupling, and other base-promoted transformations.
Cesium Carbonate is also used in the preparation of functional organic materials and in research involving organic electronics and optoelectronic materials.
Mechanism / Principle
Strong Inorganic Base Function
Cesium Carbonate functions primarily as a strong inorganic base in organic reactions.
In synthetic applications:
- Cesium carbonate provides carbonate ions that act as bases.
- It can deprotonate acidic N–H, O–H, and related functional groups.
- The resulting nucleophilic species can undergo alkylation or coupling reactions.
- Its relatively high solubility in some organic reaction media can facilitate efficient base–substrate interaction.
- The cesium ion can influence reaction selectivity and nucleophilicity through ion pairing.
Its combination of strong basicity, low nucleophilicity, and useful solubility characteristics makes it valuable for synthetic transformations.
Key Research Applications
1. Organic Synthesis
Cesium Carbonate is widely used as a base in synthetic organic chemistry.
Applications include:
- O-alkylation
- N-alkylation
- S-alkylation
- Deprotonation reactions
- Condensation reactions
- Functional-group transformations
2. Suzuki-Miyaura and Cross-Coupling Reactions
Cesium Carbonate can serve as the inorganic base in palladium-catalyzed cross-coupling reactions.
Applications include:
- Suzuki-Miyaura coupling
- C–C bond formation
- Aryl coupling
- Heteroaryl coupling
- Pharmaceutical intermediate synthesis
3. Buchwald-Hartwig and C–N Coupling
Cesium Carbonate is frequently used as a base in palladium-catalyzed amination reactions.
Applications include:
- C–N bond formation
- Aryl amination
- Heteroarylamine synthesis
- Medicinal chemistry
- Pharmaceutical synthesis
4. Nucleophilic Substitution
Its strong basicity makes Cesium Carbonate useful in nucleophilic substitution reactions.
Applications include:
- Alkyl halide substitution
- Ether synthesis
- Nucleophile generation
- Heterocycle functionalization
- Organic building-block synthesis
5. Medicinal Chemistry
Cesium Carbonate is useful in medicinal chemistry because it can promote a variety of bond-forming reactions under relatively mild conditions.
Applications include:
- Lead compound synthesis
- Pharmaceutical intermediate preparation
- Heterocycle functionalization
- Structure–activity relationship studies
- Library synthesis
6. Materials and Organic Electronics
Cesium-containing materials and cesium salts are investigated in advanced materials research.
Applications include:
- Organic semiconductor synthesis
- Optoelectronic materials
- Functional organic molecules
- Materials precursor research
- Electronic materials development
7. Photovoltaic Materials Research
Cesium-containing compounds are also important in research on advanced photovoltaic materials, particularly cesium-containing perovskite systems.
Applications include:
- Perovskite precursor research
- Cesium-containing photovoltaic materials
- Thin-film materials
- Solar-cell materials development
- Optoelectronic materials research
Advantages
- Strong inorganic base
- Relatively low nucleophilicity
- Useful in a broad range of organic transformations
- Suitable for O-, N-, and S-alkylation
- Compatible with many palladium-catalyzed reactions
- Useful in medicinal chemistry
- Applicable to pharmaceutical synthesis
- Valuable reagent for advanced materials research
Storage & Handling
- Store in a tightly sealed container.
- Keep in a cool, dry, and well-ventilated environment.
- Protect from moisture, as Cesium Carbonate is hygroscopic.
- Minimize exposure to atmospheric humidity during handling.
- Close the container promptly after use.
- Avoid contact with strong acids and incompatible materials.
- Handle powders carefully to minimize dust generation.
- Follow the product-specific SDS for detailed safety and handling requirements.
Research Areas
Researchers working in the following fields may benefit from Cesium Carbonate (CAS No. 534-17-8):
- Organic synthesis
- Medicinal chemistry
- Pharmaceutical chemistry
- Cross-coupling chemistry
- Heterocyclic chemistry
- Materials chemistry
- Organic electronics
- Optoelectronics
- Photovoltaic research
- Synthetic methodology development
Q1: What is Cesium Carbonate?
A: Cesium Carbonate is an inorganic cesium salt with the molecular formula Cs₂CO₃ and CAS No. 534-17-8. It is widely used as a strong inorganic base in synthetic chemistry.
Q2: What is Cesium Carbonate used for?
A: Cesium Carbonate is mainly used as a base in organic synthesis, alkylation, cross-coupling, C–N bond formation, medicinal chemistry, and pharmaceutical synthesis.
Q3: What is the molecular weight of Cesium Carbonate?
A: The molecular weight of Cesium Carbonate is 325.82 g/mol.
Q4: Is Cesium Carbonate a strong base?
A: Yes. Cesium Carbonate is a strong inorganic base commonly used to promote deprotonation and base-mediated organic transformations.
Q5: Can Cesium Carbonate be used in Suzuki coupling?
A: Yes. Cesium Carbonate can be used as an inorganic base in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions.
Q6: Is Cesium Carbonate hygroscopic?
A: Cesium Carbonate should be protected from moisture and atmospheric humidity during storage and handling. The container should be tightly closed when not in use.
Q7: What is the physical form of Cesium Carbonate?
A: Cesium Carbonate is generally supplied as a white crystalline powder or solid.
Q8: How should Cesium Carbonate be stored?
A: Store tightly sealed in a cool, dry environment and protect it from moisture and atmospheric humidity.