The influence of solvent on the addition of hydrogen bromide to some allylbenzenes in the presence of peroxides was written by Delobelle, Jacques;Fetizon, Marcel;Baranger, Pierre;Schalbar, Jeanine. And the article was included in Compt. rend. in 1957.Product Details of 57293-19-3 This article mentions the following:
p-MeOC6H4(CH2)3Br (I) has been prepared in 2 ways: (a) from anisaldehyde via Me p-methoxycinnamate and p-MeOC6H4(CH2)3OH, b0.2 104-6°, nD19 1.5493; (b) from p-methoxyallylbenzene (II) by the addition of HBr in PhMe in the presence of Bz2O2, b0.06 97°, nD19 1.5502. The Grignard reagent of each treated with PhNCO gave the anilide, m. 100-1° (from cyclohexane). The infrared spectra of I from b had an addnl. band at 1000 cm.-1, attributable to a small amount of p-MeOC6H4CH2CHBrMe (III), formed as a side-product. An authentic sample of III b0.6 110-12°, nD17 1.5508. A qualitative study of this reaction showed that in the presence of Bz2O2 in PhMe, HBr added to II to give nearly pure I, but that in MeNO2 a much greater proportion of III resulted. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Product Details of 57293-19-3).
1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Product Details of 57293-19-3
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary