Cecchi, Patrizio published the artcileGas-phase protonation of spiropentane. A novel entry into the C5H9+ potential energy surface, Safety of 1-Methylcyclobutan-1-ol, the publication is Journal of the American Chemical Society (1993), 115(22), 10338-47, database is CAplus.
The structures, stabilities, and isomerization patterns of C5H9+ ions arising from the gas-phase protonation of spiropentane have been investigated by nuclear-decay, radiolytic, and FT-ICR techniques combined with ab initio calculations The exptl. and theor. results are consistent with the initial formation of a corner-protonated spiropentane intermediate 17, whose lifetime in the gas phase exceeds 7 × 10-9 s. This local C5H9+ min. is separated from the ca. 30 kcal mol-1 more stable cyclopentyl cation as well as from dimethylallyl open-chain isomers by significant energy barriers. Persistence of 17 in the gas phase does not find any correspondence in solution Solvation and ion-pairing effects may explain the failure to detect C5H9+ structures retaining the spirobicyclic framework of spiropentane in the condensed phase.
Journal of the American Chemical Society published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C5H10O, Safety of 1-Methylcyclobutan-1-ol.
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