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Quality Level
assay
99%
form
liquid
mp
682 °C (lit.)
density
4.115 g/mL at 25 °C (lit.)
SMILES string
[F-].[Cs+]
InChI
1S/Cs.FH/h;1H/q+1;/p-1
InChI key
XJHCXCQVJFPJIK-UHFFFAOYSA-M
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General description
Cesium fluoride is an inorganic compound known to be a source of fluoride ion and a catalyst in organic synthesis. It has been used in many organic reactions like 1,4−elimination, desilylation, transesterification, acylation, nucleophilic aromatic substitution, etherification, cross−coupling reactions and so on.
Application
Cesium fluoride can be used as:
- A base in the Suzuki cross-coupling synthesis of ortho-substituted biaryls.
- A reagent for the nucleophilic fluorination of primary halides and sulfonates in protic media such as tert-butyl and tert-pentyl alcohols.
Reactant for:
- Preparation of building blocks for synthesis of fluoroallylic compounds
- Synthesis of alcohols via hydrolysis of alkyl silyl ethers at neutral pH in buffered mixed organic-aqueous solutions
- Nucleophilic fluorination of alkynyliodonium salts to form fluorovinylic compounds
- Nucleophilic aromatic substitution (SNAr) reactions
Used in the successful synthesis of a single-crystal Dion-Jacobson phase, CsLaTa2O7, that has applications in photocatalysis and superconductivity.
Related product
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Danger
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Repr. 2 - STOT RE 2
target_organs
Kidney,Adrenal gland
supp_hazards
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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An efficient catalyst for the synthesis of ortho-substituted biaryls by the Suzuki cross-coupling: Triphenylphosphine adduct of cyclopalladated ferrocenylimine
Journal of Organometallic Chemistry, 691(26), 5688-5696 (2006)
Cesium Fluoride
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
A cesium fluoride promoted efficient and rapid multicomponent synthesis of functionalized 2-amino-3-cyano-4H-pyran and spirooxindole derivatives
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 26(10), 1273-1277 (2015)
A new class of SN2 reactions catalyzed by protic solvents: facile fluorination for isotopic labeling of diagnostic molecules
Journal of the American Chemical Society, 128(50), 16394-16397 (2006)
Journal of the American Chemical Society, 128(50), 16394-16397 (2006-12-15)
Aprotic solvents are usually preferred for the SN2 reactions, because nucleophilicity and hence SN2 reactivity are severely retarded by the influence of the partial positive charge of protic solvents. In this work, we introduce a remarkable effect of using tertiary
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