title: 4-(4'-Methyltetrafluorophenyl)-2,3,5,6-tetrafluorobenzyl bromide: a new electrophoric derivatizing reagent.
abstract: Commercially-available 4,4'-dimethyloctafluorobiphenyl was converted in a single step to 4-(4'-methyltetrafluorophenyl)-2,3,5,6-tetrafluorobenzyl bromide (MTFP-TFBBr) for the purpose of providing a new electrophoric derivatizing reagent. When reacted with this reagent, 2-fluoro-O6-(2'-hydroxyethyl)hypoxanthine, a model analyte, gave a mixture of isomeric products (apparently substituted at N7 and N9, analogous to its known reaction with pentafluorobenzyl bromide), and 53 femtograms of the mixture was detected at S/N = 10 by gas chromatography electron capture mass spectrometry (GC-EC-MS). As intended, the volatility of the MTFB-TFBBr derivative was much less (two-fold) than that of the corresponding pentafluorobenzyl derivative. It is anticipated that MTFB-TFBBr sometimes will be useful in providing an electrophoric derivative that encounters less background noise in analysis by electrophore derivatization/GC-EC-MS.
authors.affiliation: Alnylam Pharmaceuticals, 300 Third Street, Cambridge, MA 02142, USA.
authors.forename: Veeravagu
authors.initials: V
authors.lastname: Murugaiah
authors.forename: Abdul
authors.initials: A
authors.lastname: Naim
authors.forename: Shiqi
authors.initials: S
authors.lastname: Peng
authors.forename: Guohui
authors.initials: G
authors.lastname: Cui
authors.forename: Roger W
authors.initials: RW
authors.lastname: Giese
mesh_terms: D001593:Benzyl Compounds / Q000737:chemistry*; D002849:Chromatography, Gas; D005464:Fluorobenzenes / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry; D013058:Mass Spectrometry
chemical_list: C515711:4-(4'-methyltetrafluorophenyl)-2,3,5,6-tetrafluorobenzyl bromide; D001593:Benzyl Compounds; D005464:Fluorobenzenes; D006846:Hydrocarbons, Halogenated; D007202:Indicators and Reagents