Broadus, Katherine M.; Kass, Steven R. published the artcile< The Electron as a Protecting Group. 3. Generation of Acenaphthyne Radical Anion and the Determination of the Heat of Formation of a Strained Cycloalkyne>, Quality Control of 112-63-0, the main research area is electron protecting group generation acenaphthyne radical anion; formation heat strained cycloalkyne.
Acenaphthynedicarboxylate (12) was transferred into the gas phase from solution via electrospray ionization and subsequently was sequentially fragmented in a Fourier transform mass spectrometer to afford acenaphthyne radical anion (9). Structural confirmation of 9 was achieved by converting it to acenaphthenone enolate (13) and demonstrating that this species is identical to the ion produced upon deprotonation of acenaphthenone (5). The reactivity of 9 was explored, and since an electron can serve as a protecting group, the authors were able to measure the heat of hydrogenation (98 ± 4 kcal mol-1) and the heat of formation (160 ± 4 kcal mol-1) of acenaphthyne (1) via the application of a thermodn. cycle. Its strain energy (68 kcal mol-1) and acenaphthylene’s (10H) first and second C-H bond dissociation energies (117 ± 4 and 84 ± 2 kcal mol-1) also were obtained. Ab initio and d. functional theory calculations were carried out on the species of interest to explore their geometries and energetics. Results were interpreted in comparison to cyclopentyne, and its predicted heat of formation (98 kcal mol-1) and strain energy (59 kcal mol-1) are reported.
Journal of the American Chemical Society published new progress about Ab initio methods. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Quality Control of 112-63-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics