Dubois, Jacques-Emile published the artcileReactivity of methyl-substituted ethylenebromonium ions. Correlation between charge distribution and regio- or chemoselectivity, Application of 2,3-Dibromo-2,3-dimethylbutane, the publication is Journal of the American Chemical Society (1978), 100(11), 3506-13, database is CAplus.
The opening of 7 Me-substituted bromonium ions by competitive nucleophilic attack with MeOH and Br– in MeOH containing 0.2 M NaBr was studied. In each case the dibromoalkane and the bromomethoxyalkane (and its anti-Markovnikov isomer are formed. Chemoselectivity, expressed as % bromomethoxyalkane, varies from 38-84.7%, but does not vary linearly with the number of Me groups. This nonadditivity comes from the role played by Br in the charge distribution on C sites in the ethylenebromonium ion. This charge distribution is evaluated from Olah’s measurements of 13C NMR shifts of these ions stabilized in a superacid medium. Chemoselectivity correlates with the charge distribution on the C atom to which the MeO group is attached. The regioselectivity of this attack depends on the difference in the free enthalpies of activation leading to MeO isomers, and correlates with differences in charge distributions on the 2 C atoms.
Journal of the American Chemical Society published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Application of 2,3-Dibromo-2,3-dimethylbutane.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary