Hine, Jack’s team published research in Journal of the American Chemical Society in 77 | CAS: 594-81-0

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, Computed Properties of 594-81-0.

Hine, Jack published the artcileEffect of halogen atoms on the reactivity of other halogen atoms in the same molecule. IV. The mechanism of the transformation of vicinal dihalides to olefins by reaction with iodide ion, Computed Properties of 594-81-0, the publication is Journal of the American Chemical Society (1955), 361-4, database is CAplus.

cf. C.A. 48, 10531g. It is shown that the dehalogenation of (CH2Br)2, MeCHBrCH2Br, and EtCHBrCH2Br by iodide ions is largely initiated by an SN2 attack to form a bromoiodide which is directly dehalogenated. The dehalogenation of the 2,3-dibromobutanes is believed to be largely direct, as previously suggested. In evidence is the fact that (CH2Br)2 is the most reactive of the dibromides mentioned. Furthermore it is shown that the rate constant for the reaction of (CH2Br)2 is in excellent agreement with that which would be predicted for the SN2 reaction of the compound with iodide ion under the conditions employed. It is improbable that a very large fraction of the reaction follows a path involving the formation of a vicinal diiodide. It is proposed that the dehalogenation reaction proper involves the formation of an intermediate in which 1 of the halogen atoms is bound equally to 2 C atoms. F(CH2)2Br (about 0.01 mole) was weighed into about 48 cc. MeOH, the solution equilibrated at 40°, mixed with 50 cc. 0.1M KI in MeOH (40°), the mixture diluted to 100 cc., and the iodide ion concentration determined within a few min., by withdrawing a 5-cc. sample and titrating with KIO3 in cold concentrated HCl; the rate constant was in 2 similar runs 5.49 ± 0.30 and 5.74 ± 0.06 × 10-6 sec.-1 mole-1; no observable amount of iodine was formed in either run.

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, Computed Properties of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary