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'''Caesium acetate''' or '''cesium acetate''' is an [[ion]]ic [[caesium]] compound with the molecular formula CH<sub>3</sub>CO<sub>2</sub>Cs. It is often used in organic synthesis especially in [[Perkin synthesis]]: the formation of [[saturation (chemistry)|unsaturated]] [[cinnamic acid|cinnamic-type acids]] by the condensation of aromatic [[aldehyde]]s with [[fatty acid]]s.<ref>{{citation | first1 = E. | last1 = Koepp | first2 = F. | last2 = Vögtle | title = Perkin-Synthese mit Cäsiumacetat | journal = Synthesis | volume = 1987 | issue = 2 | year = 1987 | pages = 177–179 | doi = 10.1055/s-1987-27880}}.</ref>
'''Caesium acetate''' or '''cesium acetate''' is an [[ion]]ic [[caesium]] compound with the molecular formula CH<sub>3</sub>CO<sub>2</sub>Cs. It is often used in organic synthesis especially in [[Perkin synthesis]]: the formation of [[Saturated and unsaturated compounds|unsaturated]] [[cinnamic acid|cinnamic-type acids]] by the condensation of aromatic [[aldehyde]]s with [[fatty acid]]s.<ref>{{citation | first1 = E. | last1 = Koepp | first2 = F. | last2 = Vögtle | title = Perkin-Synthese mit Cäsiumacetat | journal = Synthesis | volume = 1987 | issue = 2 | year = 1987 | pages = 177–179 | doi = 10.1055/s-1987-27880}}.</ref>


It may be formed by the reaction of [[caesium hydroxide]] or [[caesium oxide|caesium]] carbonate with [[acetic acid]]. Caesium acetate is occasionally used instead of caesium formate in petroleum drilling fluids.{{cn|date=October 2013}}
It may be formed by the reaction of [[caesium hydroxide]] or [[caesium oxide|caesium]] carbonate with [[acetic acid]]. Caesium acetate is occasionally used instead of caesium formate in petroleum drilling fluids.{{cn|date=October 2013}}

Revision as of 09:54, 7 February 2020

Caesium acetate[1]

Structural formula
Water-free caesium acetate crystallizes in a hexagonal unit cell.
Unit cell of water-free caesium acetate.
Names
IUPAC name
Caesium acetate
Other names
Cesium acetate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.020.226 Edit this at Wikidata
  • InChI=1S/C2H4O2.Cs/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1 checkY
    Key: ZOAIGCHJWKDIPJ-UHFFFAOYSA-M checkY
  • InChI=1/C2H4O2.Cs/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1
    Key: ZOAIGCHJWKDIPJ-REWHXWOFAB
  • [Cs+].[O-]C(=O)C
Properties
C2H3CsO2
Molar mass 191.949 g/mol
Appearance colourless, hygroscopic
Density 2.423 g/cm3, solid
Melting point 194 °C (381 °F; 467 K)
Boiling point 945 °C (1,733 °F; 1,218 K)
945.1 g/100 g (−2.5 °C)
1345.5 g/100 ml (88.5 °C)
Structure[2]
Primitve hexagonal
P6/m, No. 175
a = 1488.0 pm, c = 397.65 pm[2]
76.542 cm3·mol−1
6
Hazards
Flash point Non-flammable
Related compounds
Other anions
Caesium formate
Other cations
Lithium acetate
Sodium acetate
Potassium acetate
Rubidium acetate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Caesium acetate or cesium acetate is an ionic caesium compound with the molecular formula CH3CO2Cs. It is often used in organic synthesis especially in Perkin synthesis: the formation of unsaturated cinnamic-type acids by the condensation of aromatic aldehydes with fatty acids.[3]

It may be formed by the reaction of caesium hydroxide or caesium carbonate with acetic acid. Caesium acetate is occasionally used instead of caesium formate in petroleum drilling fluids.[citation needed]

References

  1. ^ Weast, Robert C., ed. (1981). CRC Handbook of Chemistry and Physics (62nd ed.). Boca Raton, FL: CRC Press. p. B-91. ISBN 0-8493-0462-8..
  2. ^ a b Lossin, Adalbert; Meyer, Gerd (1993). "Kristallstruktur von Caesiumacetat, Cs(CH3COO)". Zeitschrift für Anorganische und Allgemeine Chemie. 619 (8): 1462–1464. doi:10.1002/zaac.19936190823.
  3. ^ Koepp, E.; Vögtle, F. (1987), "Perkin-Synthese mit Cäsiumacetat", Synthesis, 1987 (2): 177–179, doi:10.1055/s-1987-27880.

Further reading

  • Torisawa, Yasuhiro; Okabe, Hiromitsu; Ikegami, Shiro (1984), "Efficient Inversions of Secondary Alcohols using Cesium Acetate and 18-Crown-6", Chem. Lett., 13 (9): 1555–56, doi:10.1246/cl.1984.1555.