Grosse, Aristid V. published the artcileThe alkylation of paraffins with olefins. The identification of the paraffins formed, Synthetic Route of 594-81-0, the publication is Journal of Organic Chemistry (1943), 438-47, database is CAplus.
The hexanes obtained by the reaction between Me3CH and CH2:CH2 with BF3 or AlCl3 as catalyst are investigated and identified by converting them into Br and NO2 derivatives and by the Raman spectrum. The hexane fractions consist chiefly of 90-70% Me2CHCHMe2 (I), 10-25% Me2CHPr (II) and of less than 3% Me3CEt (III). ETCHMeEt and n-hexane cannot be detected and may be present only in traces, if at all. Since I is the only hexane which gives a solid Br derivative on direct bromination, the hexane fraction is brominated in direct sunlight, giving Me2CBr CBrMe2 (IV). IV sublimes 165-75° without melting and m. 166-8° (decomposition) in a sealed tube. On further bromination, IV gives Me(BrCH2)CBrCBr(CH2Br)Me, m. 130-1°. When boiled with Zn in 95% EtOH, IV gives Me2C:CMe2, b760 72°, n20D 1.4155, which is converted by Thiele’s method (Ber. 27, 456(1894)) into Me2C(NO)CClMe2, m. 121°. Me2CBrCHMe2 (V), m. 24-5°, and Me3CCBr2Me, m. 191.5°, are not formed by direct bromination. The liquid bromides left after the separation of IV consist chiefly of monobromides, b200 75-85°, n20D 1.45, which are free from V. Nitration of the hexane fraction by boiling 20 cc. with 60 cc. 38% HNO3 for 6 hrs. gives Me2C(NO2)C(NO2)2Et, colorless plates or needles, m. 96°, indicating the presence of II in the hexane mixture The presence of III was first observed when a fraction, b760 49.2-9.9°, d204 0.6492, n20D 1.3689, was obtained. Treatment of this fraction with 38% HNO3 at 120° and distillation give 3-nitro-2,2-dimethylbutane, b760 168°. It dissolves completely in 5% EtONa in EtOH, remains in solution on addition of an equal volume of H2O and is precipitated from this solution by CO2 as an oil. For the results of the Raman spectrum, see C. A. 34, 3205.2. The reactions taking place between Me3CH and CH2:CH2 in the presence of catalysts are briefly discussed.
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, Synthetic Route of 594-81-0.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary