Reaction of 1-Nitroso-2-naphthols with α-Functionalized Ketones and Related Compounds: The Unexpected Formation of Decarbonylated 2-Substituted Naphtho[1,2-d][1,3]oxazoles was written by Aljaar, Nayyef;Malakar, Chandi C.;Conrad, Juergen;Frey, Wolfgang;Beifuss, Uwe. And the article was included in Journal of Organic Chemistry in 2013.Quality Control of 2-Bromo-1-(pyren-1-yl)ethanone The following contents are mentioned in the article:
1-Nitroso-2-naphthols I (R = H, MeO) or 2-nitroso-1-naphthol underwent cyclocondensation reactions with bromomethyl aryl ketones R1COCH2Br (R1 = Ph, 4-MeC6H4, 2-MeOC6H4, 4-MeOC6H4, 3-BrC6H4, 4-FC6H4, 4-ClC6H4, 3,4-Cl2C6H3, 4-NCC6H4, 4-MeO2CC6H4, 2-naphthyl, 1-pyrenyl), α-chloro, α-mesyloxy, α-tosyloxy, or α-hydroxy acetophenones, or substituted alkyl bromides R1CH2Br (R1 = Ph, Me2C:CH, NC, EtO2C, EtO2CCO) with 3 equiv potassium carbonate in 1,2-dichloroethane to give naphthooxazoles II (R = H, MeO; R1 = Ph, 4-MeC6H4, 2-MeOC6H4, 4-MeOC6H4, 3-BrC6H4, 4-FC6H4, 4-ClC6H4, 3,4-Cl2C6H3, 4-NCC6H4, 4-MeO2CC6H4, 2-naphthyl, 1-pyrenyl, Me2C:CH, NC, EtO2C) or III in 45-85% yields; α-bromo ketone or diketone reactants yielded naphthooxazoles with the loss of one or two carbonyl groups, resp. Acylation of 1-nitroso-2-naphthol with 1-phenacylpyridinium bromide and cyclocondensation under the conditions used for phenacyl bromide gave II (R = H; R1 = PhCO). The reaction is proposed to occur through the intermediacy of naphthoquinone mono(acyloxyimines) such as IV. The structure of IV was determined by X-ray crystallog. This study involved multiple reactions and reactants, such as 2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5Quality Control of 2-Bromo-1-(pyren-1-yl)ethanone).
2-Bromo-1-(pyren-1-yl)ethanone (cas: 80480-15-5) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Quality Control of 2-Bromo-1-(pyren-1-yl)ethanone
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary