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Caesium carbonate

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Caesium carbonate

Caesium carbonate[1]
Names
IUPAC name
Caesium carbonate
Other names
Cesium carbonate
Identifiers
 Y
ChemSpider  Y
EC number 208-591-9
Jmol-3D images Image
PubChem
Properties
Cs2CO3
Molar mass 325.82 g/mol
Appearance white powder
Density 4.072 g/cm3
Melting point 610 °C (1,130 °F; 883 K) (decomposes)
2605 g/L (15 °C)
Solubility in ethanol 110 g/L
Solubility in Dimethylformamide 119.6 g/L
Solubility in Dimethyl sulfoxide 361.7 g/L
Solubility in Sulfolane 394.2 g/L
Solubility in Methylpyrrolidone 723.3 g/L
Hazards
Flash point Non-flammable
Related compounds
Other anions
Caesium bicarbonate
Other cations
Lithium carbonate
Sodium carbonate
Potassium carbonate
Rubidium carbonate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 Y  (: Y/N?)

Caesium carbonate cesium carbonate is a white crystalline toluene, p-xylene, and chlorobenzene. This compound is used in organic synthesis as a base. It also appears to have applications in energy conversion.

Contents

  • Preparation 1
  • Chemical reactions 2
  • For energy conversion 3
  • References 4
  • Further reading 5
  • External links 6

Preparation

Caesium carbonate can be prepared by thermal decomposition of caesium oxalate.[2] Upon heating caesium oxalate is converted to caesium carbonate and carbon monoxide is released:

Cs2C2O4 → Cs2CO3 + CO

It can also be synthesized by reacting caesium hydroxide with carbon dioxide.[2]

2 CsOH + CO2 → Cs2CO3 + H2O

Chemical reactions

Caesium carbonate is very important for the N-alkylation of compounds such as sulfonamides, amines, β-lactams, indoles, heterocyclic compounds, N-substituted aromatic imides, phthalimides, and several similar other compounds.[3] Research on these compounds has focused on their synthesis and biological activity.[4] In the presence of sodium tetrachloroaurate (NaAuCl4), caesium carbonate is very efficient mechanism for aerobic oxidation of different kinds of alcohols into ketones and aldehydes at room temperature without additional polymeric compounds. There is no acid formation produced when primary alcohols are used.[5] The process of selective oxidation of alcohols to carbonyls had been quite difficult due to the nucleophilic character of the carbonyl intermediate.[4] In the past Cr(VI) and Mn(VII) reagents have been used to oxidize alcohols, however, these reagents are toxic and comparatively expensive. Caesium carbonate can also be used in Suzuki, Heck, and Sonogashira synthesis reactions. Caesium carbonate produces carbonylation of alcohols and carbamination of amines more efficiently than some of the mechanisms that have been introduced in the past.[6] Caesium carbonate can be used for sensitive synthesis when a balanced strong base is needed.

For energy conversion

There is growing demand for caesium and its compounds for photovoltaic studies, current-voltage measurements,UV photoelectron spectroscopy, X-ray photoelectron spectroscopy, and impedance spectroscopy. The n-type semiconductor produced by thermal evaporation of Cs2CO3 reacts intensively with metals like Al, and Ca in the cathode. This reaction will cut down the work the cathode metals.[9] Polymer solar cells based on solution process are under extensive studies due to their advantage in producing low cost solar cells. Lithium fluoride has been used to raise the power conversion efficiency of polymer solar cells. However, it requires high temperatures (> 500 degree), and high vacuum states raise the cost of production. The devices with Cs2CO3 layers have produced equivalent power conversion efficiency compared with the devices that use lithium fluoride.[7] Placing a Cs2CO3 layer in between the cathode and the light-emitting polymer improves the efficiency of the white OLED.

References

  1. ^ Weast, Robert C., ed. (1981). CRC Handbook of Chemistry and Physics (62nd ed.). Boca Raton, FL: CRC Press. p. B-91.  .
  2. ^ a b c E. L. Simons; E. J. Cairns; L. D. Sangermano (1966). "Purification and preparation of some caesium compounds". Talanta 13 (2): 199–204.  
  3. ^ Mercedes, Escudero; Lautaro D. Kremenchuzky; a Isabel A. Perillo; Hugo Cerecetto; María Blanco (2010). "Efficient Cesium Carbonate Promoted N-Alkylations of Aromatic Cyclic Imides Under Microwave Irradiation". Synthesis 4: 571.  
  4. ^ a b Babak, Karimi; Frahad Kabiri Estanhani (2009). "Gold nanoparticles supported on Cs2CO3 as recyclable catalyst system for selective aerobic oxidation of alcohols at room temperature". Chemical Communications 5556 (55).  
  5. ^ Lie, Liand; Guodong Rao; Hao-Ling Sun; Jun-Long Zhang (2010). "Aerobic Oxidation of Primary Alcohols Catalyzed by Copper Salts and Catalytically Active m-Hydroxyl-Bridged Trinuclear Copper Intermediate" (reprint). Advances in Synthesis and Catlaysis 352 (23).  
  6. ^ Rattan, Gujadhur; D. Venkataraman; Jeremy T. Kintigh (2001). "Formation of aryl–nitrogen bonds using a soluble copper(I) catalyst" (PDF). Tetrahedron Letters.  
  7. ^ a b Jinsong, Huang; Zheng Xu; Yang Yang (2007). .pdf "Low-Work-Function Surface Formed by Solution-Processed and Thermally Deposited Nanoscale Layers of Cesium Carbonate"3CO2 (PDF). Advanced Functional Materials 17 (19).  
  8. ^ Hua-Hstien, Liao; Li-Min Chen; Zheng Xu; Gang Li; Yang Yang (2008). interlayer"3CO2"Highly efficient inverted polymer solar cell by low temperature annealing of Cs (PDF). Applied Physics Letters 92 (17).  
  9. ^ Jen-Chun, Wang; Wei-Tse Weng; Meng-Yen Tsai; Ming-Kun Lee; Sheng-Fu Horng; Tsong-Pyng Perng; Chi-Chung Kei; Chih-Chieh Yuc; Hsin-Fei Meng. "Highly efficient flexible inverted organic solar cells using atomic layer deposited ZnO as electron selective layer". Journal of Materials. 

Further reading

  • Crich, David; Banerjee, Abhisek (2006). "Expedient Synthesis of syn-β-Hydroxy-α-amino acid derivatives: Phenylalanine, Tyrosine, Histidine and Tryptophan". J. Org. Chem. 71 (18): 7106–9.  
  • Gerard, Dijkstra; Wim H. Kruizinga; Richard M. Kellogg (1987). "An Assessment of the Causes of the "Cesium Effect"". J. Org. Chem 52 (19): 4230.  

External links

  • in which caesium carbonate appearsOrganic SynthesesPreparations from
  • Caesium carbonate factsheet from Chemetall GmbH
  • Material Safety Data Sheet Cesium Carbonate, 99.5%
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