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Merck

939005

Cesium Fluoride ChemBeads

solid, NSC 84270

Synonyme(s) :

CsF

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A propos de cet article

Formule empirique (notation de Hill) :
CsF
Numéro CAS:
Poids moléculaire :
151.90
UNSPSC Code:
12352100
MDL number:
NACRES:
NA.21
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Nom du produit

Cesium Fluoride ChemBeads, NSC 84270

InChI

1S/Cs.FH/h;1H/q+1;/p-1

SMILES string

[F-].[Cs+]

InChI key

XJHCXCQVJFPJIK-UHFFFAOYSA-M

Quality Level

product line

ChemBeads

form

solid

composition

, 14-16 wt. % (loading of base)

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.
For general uses, product is also available in powdered form (198323)

Features and Benefits

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

pictograms

Health hazardCorrosion

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Repr. 2 - STOT RE 2

target_organs

Kidney,Adrenal gland

supp_hazards

Classe de stockage

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Consulter la Bibliothèque de documents

Dong Wook Kim et al.
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
Timothy Noël et al.
Angewandte Chemie (International ed. in English), 50(38), 8900-8903 (2011-08-13)
[Image: see text] A flow process for Pd-catalyzed carbon fluorine bond formation is described. A microreactor using a packed-bed design allows for easy handling of large quantities of insoluble CsF with precise control over reaction times, efficient mixing, and the
Shengcai Zheng et al.
Chemical communications (Cambridge, England), 47(24), 6969-6971 (2011-05-20)
One pot asymmetrical double allylations of sodium sulfide catalyzed by an iridium complex along with a combination of caesium fluoride and water in dichloromethane have been realized and the double allylation products with two C-S bond chiral centers were obtained
Takashi Okitsu et al.
Chemical communications (Cambridge, England), (47)(47), 6330-6332 (2008-12-03)
A highly efficient and rapid total synthesis of 9Z-retinoic acid was accomplished by caesium fluoride-promoted Stille coupling reaction; using a common building block, 9Z-retinoic acid analogues were also prepared by the same method without isomerisation of the Z-double bond.
Michael C Willis et al.
Chemical communications (Cambridge, England), (8)(8), 832-833 (2002-07-19)
Treatment of a benzyl substituted meso-ditriflate with boronic acids in the presence of palladium acetate, triphenylphosphine and caesium fluoride results in intermolecular Suzuki coupling followed by vinyl triflate-arene cyclisation to provide, in high yields, single regioisomers of tricyclic-carbocycles.

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