Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

A18305 (1-Ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroborate, 98%

CAS Number
52186-89-7
Synonyms
(1-Carboethoxycyclopropyl)triphenylphosphonium tetrafluoroborate
Fuchs' Reagent

Stock No. Size Price ($) Quantity Availability
A18305-03 1g 28.20
A18305-06 5g 113.00
A18305-14 25g 465.00
Add to Cart Add to Quote Request View Item

(1-Ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroborate, 98%

MDL
MFCD00051879

Chemical Properties

Formula
C24H24BF4O2P
Formula Weight
462.23
Melting point
173-179°
Storage & Sensitivity
Ambient temperatures.
Solubility
Slightly soluble in water.

Applications

(1-Ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroborate is used as pharmaceutical intermediate.

Notes

Stable under recommended storage conditions. Incompatible with oxidizing agents.

Literature References

Seung Won Chung; Mark S.Plummer; Laura A.McAllister; Robert M.OliverIII; Joseph A.Abramite; Yue Shen; Jianmin Sun; Daniel P.Uccello; Joel T.Arcari; Loren M.Price; Justin I.Montgomery. Org. Lett. 2011, 13,(19), 5338-5341.

 

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
4650673
Harmonized Tariff Code
2931.39
TSCA
No

Recommended

  • L01164

    Fluorene-4-carboxylic acid, 96%
  • H26296

    2-(1,3-Benzodioxol-5-yl)piperazine, 95%
  • B22884

    1,2-Bis(2-chloroethoxy)ethane, 97%
  • H32663

    2',3'-Dichloro-6'-fluoroacetophenone, 97%
  • H31888

    Methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucuronate, 98%

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware