17065-24-6

Basic information

• Product Name: Cyclopentene, 1-ethoxy-
• Synonyms: cyclopentanone ethoxy enol ether;1-ethoxy-cyclopentene;1-cyclopenten-1-yl ethyl ether;l'ethoxy-1 cyclopentene;ethyl-cyclopent-1-enyl ether;cyclopentenyl ethyl ether;Cyclopentene,1-ethoxy
• CAS NO: 17065-24-6
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Mol File: 17065-24-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cyclopentene, 1-ethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentene, 1-ethoxy-(17065-24-6)
• EPA Substance Registry System: Cyclopentene, 1-ethoxy-(17065-24-6)

Safety Data

• Hazardous Substances Data: 17065-24-6(Hazardous Substances Data)

Upstream product

• 142-29-0 cyclopentene 
• 130933-90-3 1-vinyl-1-cyclopropyl ethyl ether 

Downstream Products

• 872805-59-9 1-ethoxy-1,2-epoxy-cyclopentane 
• 1489-28-7 1,2,3,6,7,7a-hexahydro-5H-inden-5-one 
• 24065-82-5 N-(2,4-Dinitro-phenyl)-N'-[2-ethoxy-cyclopent-(Z)-ylidene]-hydrazine 
• 1453-80-1 6a-ethoxy-1-(4-nitro-phenyl)-1,3a,4,5,6,6a-hexahydro-cyclopenta[1,2,3]triazole 
• 184536-70-7 (1S,5R,6S)-1-Ethoxy-6-phenyl-bicyclo[3.1.0]hexane 
• 184536-70-7 (1S,5R,6R)-1-Ethoxy-6-phenyl-bicyclo[3.1.0]hexane 
• 96-41-3 Cyclopentanol 
• 78782-09-9 2-Ethoxycyclopentanol 
• 120-92-3 cyclopentanone 
• 112162-96-6 N-(2-ethoxy-1-cyclopentenyl)-tosylamide 
• 18807-34-6 2-Chlor-3-aethoxy-cyclohexadien-(1,3) 

Relevant articles and documents

Gas-Phase Kinetics of the Thermal 1-Alkoxy-1-vinylcyclopropane to 1-Alkoxy-1-cyclopentene Rearrangement

The title studies have been carried out with both 1-vinyl-1-cyclopropyl methyl ether (1-OMe) and 1-vinyl-1-cyclopropyl ethyl ether (1-OEt) in the temperature ranges 274.6 - 324.5 and 273.6 - 323.0 deg C, respectively.Both reactions predominantly give the vinylcyclopropane-cyclopentene (VCP-CP) rearrangement products 1-cyclopenten-1-yl methyl ether (2-OMe) and 1-cyclopenten-1-yl ethyl ether (2-OEt).Additionally, 2-OEt eliminates ethene (3) in a consecutive reaction at a lower reaction rate compared with the VCP-CP rearrangement.The rearrangements obey first-order kinetics and have been shown to be homogeneous, pressure-independent reactions with the following Arrhenius equations: 1-OMe: lg(k/s-1) = (13.89 +/- 0.23) - (191.30 +/- 2.55 kJ mol-1)/RT ln 10 1-OEt: lg(k/s-1) = (13.77 +/- 0.01) - (188.80 +/- 1.85 kJ mol-1)/RT ln 10 The Arrhenius parameters represent reliable values for general 1-vinyl-1-cyclopropyl alkyl ether -> 1-cyclopenten-1-yl alkyl ether (1-OR -> 2-OR) rearrangements within a large temperature interval in the gas phase.The results support a mechanism proceeding via a diradical.The stabilizing effect of methoxy substitution is discussed.