[A18305] CAS 52186-89-7 | (1-Ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroborate, 98%

CAS : 52186-89-7
MDL : MFCD00051879

Other name :

(1-Carboethoxycyclopropyl)triphenylphosphonium tetrafluoroborateFuchs’ Reagent

Chemical Properties

Formula : C24H24BF4O2P
Formula weight : 462.23
Melting Point : 173-179°
Sensitivity : Ambient temperatures.
Form : Crystalline powder
Solubility : Slightly soluble in water.

Literature References

Valuable intermediate for cycloalkenylation of compounds containing a nucleophilic center and a carbonyl group. Nucleophilic ring-opening of the cyclopropyl ring is followed by intramolecular Wittig reaction (see Appendix 1) of the intermediate carbonyl-phosphorane; e.g., with ß-keto esters, cyclopentenes are formed: J. Am. Chem. Soc., 96, 1607 (1974): With 2-formylcyclohexanones, spirocyclopentenes are obtained: J. Am. Chem. Soc., 99, 7307 (1977). Na carboxylates give 2,3-dihydrofurans: Tetrahedron Lett., 4353 (1975), and thiolcarboxylates give dihydrothiophenes, readily aromatized to thiophenes with DDQ: J. Chem. Soc., Perkin 1, 2403 (1994): Cyclic imides e.g. Succinimide, A13503, give bridgehead lactams: Liebigs Ann. Chem., 521 (1983); for reaction scheme, see Glutarimide, L00968.

Notes

Stable under recommended storage conditions. Incompatible with oxidizing agents.Other References:Beilstein: 4650673

Grade Specifications

Grade Specifications

Hazard Statements : H315-H319-H335Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.
Precautionary Statements : P261-P305+P351+P338-P302+P352-P321-P405-P501aAvoid breathing dust/fume/gas/mist/vapours/spray.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.IF ON SKIN: Wash with plenty of soap and water.Specific treatment (see label).Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.