Kropp, Paul J.’s team published research in Journal of Organic Chemistry in 59 | CAS: 594-81-0

Journal of Organic Chemistry 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, COA of Formula: C6H12Br2.

Kropp, Paul J. published the artcileSurface-Mediated Reactions. 4. Hydrohalogenation of Alkynes, COA of Formula: C6H12Br2, the publication is Journal of Organic Chemistry (1994), 59(11), 3102-12, database is CAplus.

The use of appropriately prepared silica gel and alumina has been found to mediate the addition of hydrogen halides to alkynes. The technique has been rendered even more convenient by the use of various organic and inorganic acid halides that react in the presence of silica gel or alumina to generate hydrogen halides in situ. Treatment in this fashion of 1-propynylbenzene (1), which underwent no reaction in CH2Cl2 solution saturated with HCl, readily afforded the syn addition product alkenyl chloride (E)-PhCX:CHMe, [(E)-4, X = Cl]. On extended treatment (E)-4 (X = Cl) underwent subsequent isomerization to the thermodynamically more stable Z isomer. In a similar way bromides (E)- and (Z)-4 (X = Br) were obtained without competing formation of the radical products (E)- and (Z)-PhCH:CMeBr, which occurred in solution In contrast with slow solution-phase hydriodination of alkyne 1, surface-mediated addition readily afforded (E)-4 (X = I), followed by isomerization to the Z isomer. Equilibration E ⇌ Z of the alkenyl halides 4 was shown to involve, at least in part, addition-elimination via the gem-dihalides PhCX2Et. Analogous behavior was exhibited by the phenylalkynes PhCCPh and PhCCCMe3 on surface-mediated hydrohalogenation. Surface-mediated addition of HBr and HI to the internal alkylalkyne PrCCPr afforded principally the anti addition products (Z)-PrCX:CHPr. Treatment of the terminal alkynes BuCH2CCH and Me3CCCH with (COBr)2 over alumina gave the dibromides, whereas use of acetyl bromide as the HBr precursor afforded the alkenyl bromides.

Journal of Organic Chemistry 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, COA of Formula: C6H12Br2.

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