If you want to learn more about this compound(2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol)Application In Synthesis of 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(35836-73-8).
Application In Synthesis of 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol, is researched, Molecular C11H18O, CAS is 35836-73-8, about The mechanism of formation of 8,8-dimethyl[4.2.1.03,7]nonan-6-yl acetate (fortesyl acetate) during acetolysis of nopyl toluene-p-sulfonate. Author is Al-Qallaf, Fawzia A. H.; Fortes, A. Gil; Johnstone, Robert A. W.; Thompson, Ian; Whittaker, David.
Attempts to prepare 2-(2-hydroxyethyl)-6,6-dimethylbicyclo[3.1.1]hept-2-ene [nopol; (I)] labeled with deuterium at C-10 by a process of oxidation of the primary alc. group of nopol to the aldehyde, followed by H/D exchange and reduction back to alc., were unsuccessful because various oxidation procedures, including reaction with N-chlorosuccinimide at -78 °C, gave instead a carboxylic acid having an oxygen at C-3. I, labeled at C-11 with deuterium, was obtained through a Prins reaction of β-pinene with deuterated paraformaldehyde. This labeled nopol was converted into its toluene-p-sulfonate ester, was solvolyzed in acetic acid containing acetate ion to give 8,8-dimethyltricyclo[4.2.1.03,7]nonan-6-yl acetate [fortesyl acetate (II)], which is an earlier reported novel fused ring system . The position of the label in the product showed that the mechanism of this deep-seated carbon skeletal rearrangement proceeds through the intermediate formation of a cyclobutane ring, followed by shift of a methylene bridge to expand the original cyclobutane ring and then subsequent expansion of the new cyclobutane ring. Calculations of heats of formation of possible ions involved in these shifts confirm the proposed mechanism as the most likely pathway.
If you want to learn more about this compound(2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol)Application In Synthesis of 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(35836-73-8).
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