Substance
ID:719222
Names and Identifiers
IUPAC name
[1-(ethoxycarbonyl)cyclopropyl]triphenylphosphanium; tetrafluoroboranuide
IUPAC Traditional name
[1-(ethoxycarbonyl)cyclopropyl]triphenylphosphanium tetrafluoroborate
Synonyms
(1-Ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroborate(1-乙氧基羰基环丙基)三苯基磷四氟硼酸盐Fuchs' Reagent(1-Carboethoxycyclopropyl)triphenylphosphonium tetrafluoroborate
Properties
Safety Information
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
GHS Hazard statements
H315-H319-H335
Risk Statements
36/37/38
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A
European Hazard Symbols
Irritant (Xi)Safety Statements
26-37
TSCA Listed
否
Product Information
Purity
98%
Physical Property
Melting Point
173-179°C
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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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 ?-keto esters, cyclopentenes are formed: J. Am. Chem. Soc., 96, 1607 (1974):
• Cyclic imides e.g. Succinimide, A13503, give bridgehead lactams: Liebigs Ann. Chem., 521 (1983); for reaction scheme, see Glutarimide, L00968.
• 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):
