cyclopentene oxide radical cation, CAS No. 285-67-6

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285-67-6

Catalog No. EBD6101

CAS 285-67-6

Name cyclopentene oxide radical cation

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Basic Information

Synonyms: cyclopenteneoxideradicalcation Cyclopenteneoxide Epoxycyclopentane 6-Oxabicyclo[3.1.0]hexane 1,2-Epoxycyclopentane penta-1,2-diene (1R,5S)-6-oxabicyclo[3.1.0]hexane 1,2-Epoxycyclopentanedecane 1,2-epoxy-cyclopentan cis-1,2-epoxycyclopentane cyclopentaneoxide cyclopentane,1,2-epoxy- cyclopenteneepoxide Cyclopentene oxide

Molecular Formula: C5H8O

Molecular Weight: 8412.0

MDL Number: MFCD00005161

Categories: Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks Materials Chemistry > Polymers and Macromolecular Materials > Other Polymers and Macromolecular Materials

Product Description:

Cyclopentene oxide is a strained, three-membered heterocyclic compound, specifically an epoxide derived from cyclopentene. It is a colorless to pale yellow liquid with the molecular formula C5H8O. This compound is characterized by its highly reactive oxirane ring, which makes it a valuable monomer and synthetic intermediate. Its primary industrial application is as a monomer in the production of alicyclic epoxy resins. These resins are known for their excellent heat resistance, low dielectric constant, and good adhesion properties, making them suitable for advanced electronic encapsulants, coatings, and composite materials. In organic synthesis, cyclopentene oxide serves as a versatile building block. Its strained ring undergoes facile ring-opening reactions with various nucleophiles (e.g., amines, alcohols, acids), allowing for the introduction of functional groups and the construction of more complex molecules, including chiral derivatives when used with asymmetric catalysts. Handling requires standard precautions for epoxides, including the use of personal protective equipment due to potential skin and respiratory irritation. Its reactivity and utility in both polymer chemistry and fine chemical synthesis underscore its importance as a specialized chemical intermediate.

Physical Properties

Boiling Point: 102 °C(lit.)

Flash Point: 10 °C

Density: 0.964 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.434(lit.)

Storage: 2-8°C

Safety Information

Packing Level: II

Hazard Category: 3

Transport Codes: 1993BF

Analytical Data

Appearance: Clear colorless to very faintly yellow liquid