W-Bromophenol

Premercapturic and mercapturic acids have been considered to be end products of metabolism, yet there is considerable evidence for their further degradation in vivo, Gillham and Young (1968) found w-bromophenol and p-bromophenol resulted from the breakdowm of bromophenylpre-mercapturic acid (Fig. 5). The merc turic acid (XVI) was the principal product. Only traces of the phenols were observed. 

Thus o-hydroxyphenyl-llthium cannot be obtained from o-bromophenol and lithium but, under proper conditions, o-bromophenol reacts with n-butyl-lithium to give a good yield of the lithium salt of o-hydroxyphenyl-hthium. An interesting application is to the preparation from m-bromochlorobenzene and M-butyl-lithlum of w-chlorobenzoic acid—an expensive chemical ... 

Time-resolved luminescence quenching measurements using the probe Tb(pyridine-2,6-dicarboxylic acid)i and the quencher bromophenol blue show the existence of micellar clusters in AOT-based w/o microemulsions. The fast exchange appearing over several microseconds was attributed to intracluster quenching, whereas the slow exchange on the millisecond time scale was attributed to intercluster exchange [243]. 

Materials Required Benzethonium chloride 0.15 g Chloroform 50 ml bromophenol blue solution (Dissolve with heating 0.2 g of bromophenol blue in 3 ml of 0.1 M NaOH and 10 ml of ethanol (96%). Allow to cool and dilute to 100 ml with ethanol 96%] 50 ml sodium tetraphenyl borate solution (1% w/v in chloroform) 50 ml sintered-glass crucible No 4. 

Intermediates benzene to nitrobenzene to w-bromonitrobenzene to w-bromoaniline to m-bromophenol. Reagents HN03, H2S04 Br2, FeBr3 Fe, HCl then HO- NaN02, H2S04, H20, then heat in H20. 

Acrylamide1 (% w/v) Range of Separation (bp) Bromophenol Blue2 Xylene Cyanol2... 

Wang W, Okada Y, Shi H, Wang Y, Okuyama T (2005) Structures and Aldose Reductase Inhibitory Effects of Bromophenols from the Red Alga Symphyocladia latiuscula. J Nat Prod 68 620... 

Phillips, D. W. and Towers, G. H. N., Chemical ecology of red algal bromophenols. I. Temporal, interpopulational and within-thallus measurements of lanosol levels in Rhodomela larix (Turner) C. Agardh, J. Exp. Mar. Biol. Ecol., 58, 285, 1982. 

Schilling, K. and Waldmann-Meyer, H., The interaction of bromophenol blue with serum albumin and gamma-globuhn in acid medium. Arch. Biochem. Biophys. 64, 291-301, 1956 Cohen, A.H., Temperature jump studies of the binding of bromophenol blue to beta-lactoglobulin in the vicinity of the N-R transition, J. Biol. Chem. 245,738-745,1970 Harruff, R.C. and Jenkins, W.T., The binding of bromophenol blue to aspartate aminotransferase. Arch. Biochem. Biophys. 

---