Cirkva, V. published the artcileRadical addition reactions of fluorinated species. Part 8. Regioselectivity of radical additions to perfluoroalkylethylenes and quantum chemical calculations. Highly selective two-step synthesis of 4-(perfluoroalkyl)butane-1,2-diols, Computed Properties of 1193-11-9, the publication is Journal of Fluorine Chemistry (2000), 102(1-2), 159-168, database is CAplus.
RFCH:CH2 (RF = C4F9, C6F13, C8F17) easily added nucleophilic radicals generated from alkanols, oxolane and 2,2-dimethyl-1,3-dioxolane. The additions were initiated photochem. in the presence of Me2CO or by Bz2O2, and were completely regioselective and almost completely chemoselective with preparative yields ≤90%. The resulting 4-(fluoroalkyl)dioxolanes were deprotected by methanolysis in acid media to afford RFCH2CH2CH(OH)CH2OH, which were converted to the corresponding bis-methacrylates. 2,2,4-Trimethyl-1,3-dioxolane (I) reacted at 2 centers to give an 84:16 regioisomeric mixture of fluoroalkylated dioxolanes with preferential attack of the adduct-radical to the more sterically hindered tertiary C-H bond in I. The complete regioselectivity of the additions to (perfluoroalkyl)ethenes is discussed in relation to the tail effect of the perfluoroalkylated chain, and energies of intermediate adduct-radicals were calculated using PM3 and ab initio quantum-chem. methods.
Journal of Fluorine Chemistry published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Computed Properties of 1193-11-9.
Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem