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198323

Sigma-Aldrich

Cesium fluoride

99%

Synonym(s):

NSC 84270

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About This Item

Empirical Formula (Hill Notation):
CsF
CAS Number:
13400-13-0
Molecular Weight:
151.90
EC Number:
236-487-3
MDL number:
MFCD00010960
UNSPSC Code:
12352302
PubChem Substance ID:
24851873
NACRES:
NA.22

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.

Signal Word

Danger

Hazard Statements

H302,H318,H361d,H373,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Repr. 2 - STOT RE 2

Target Organs

Kidney,Adrenal gland

Supplementary Hazards

EUH032

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Cesium Fluoride
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
An efficient catalyst for the synthesis of ortho-substituted biaryls by the Suzuki cross-coupling: Triphenylphosphine adduct of cyclopalladated ferrocenylimine
Li H, et al.
Journal of Organometallic Chemistry, 691(26), 5688-5696 (2006)
A cesium fluoride promoted efficient and rapid multicomponent synthesis of functionalized 2-amino-3-cyano-4H-pyran and spirooxindole derivatives
Wagh YB, et al.
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
Kim DW, et al.
Journal of the American Chemical Society, 128(50), 16394-16397 (2006)
Journal of Organometallic Chemistry, 691, 5688-5688 (2006)
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