4-(4'-Methyltetrafluorophenyl)-2,3,5,6-tetrafluorobenzyl bromide: a new electrophoric derivatizing reagent.
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.
Murugaiah
Veeravagu
V
Alnylam Pharmaceuticals, 300 Third Street, Cambridge, MA 02142, USA.
Naim
Abdul
A
Peng
Shiqi
S
Cui
Guohui
G
Giese
Roger W
RW
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
C515711:4-(4'-methyltetrafluorophenyl)-2,3,5,6-tetrafluorobenzyl bromide; D001593:Benzyl Compounds; D005464:Fluorobenzenes; D006846:Hydrocarbons, Halogenated; D007202:Indicators and Reagents