The Pyrolysis of Cyclopentanone

Dissociative Ionization and Thermal Decomposition of Cyclopentanone

“…Employing fractional product condensation and IR spectroscopic analysis, Johnson and Walters found 2‐cyclopenten‐1‐one, 1‐butene, ethene, carbon monoxide, and hydrogen as cyclopentanone pyrolysis products. Delles et al . performed similar experiments and reported the formation of 4‐pentenal in addition to products reported by Johnson and Walters .…”

“…In this study, ketene, allene, and propyne as well as the radicals allyl, propargyl, vinyl and methyl have also been identified. However, their formation has neither been predicted computationally previously, nor were these species detected experimentally before . Ketene and allene may be formed from diradicals that form through the α‐, β‐, or γ‐cleavage of cyclopentanone as shown in Figure , analogous to the unimolecular decomposition of cyclohexanone .…”

Computational Kinetic Study for the Unimolecular Decomposition of Cyclopentanone

“…It should be denoted that pathways 1 and 2 finally lead to the same products, but they have been treated in a different manner. These products, namely ethylene and carbon monoxide, have also been identified in the experimental study of Delles et al . Specifically, pathway 1 describes the homolytic bond scission of the C 1 –C 2 bond.…”

“…Pathways 3, 5, and 7 describe the formation of 1‐butene, 2‐ cyclopenten‐1‐one, and 4‐pentenal, respectively, pathways, which have been identified experimentally as well . Similarly to pathway 5, pathway 4 describes the production of 3‐cyclopenten‐1‐one, whereas pathway 6 describes the keto to enol tautomerization analogously to cyclohexanone .…”

“…Cyclopentanone is also produced by the pyrolysis of nylon 66 . Only few experimental studies on the thermal decomposition of cyclopentanone have been reported in the literature so far. These studies report the production of 2‐cyclopenten‐1‐one, butene, ethylene, and 4‐pentenal as the organic products of decomposition.…”