Isopentyl bromide

SYNS ISO AMYL BROMIDE ISOPENTYL BROMIDE 3-METHYLBUTYL BROMIDE... 

Slurries of finely divided Mg are prepared in TIIF at -1 IO C by v tpori/ing Mg in a rotary metal atom reactor. The resulting pyrophoric Mg clusters are "dean, alkali halide free, and extremely reactive 11311. In their Grignard reactions, there is immediate initiation. Reactions tend to be complete in short times (in the case of isopentyl bromide in THF at 2() C. a minimum time for the addition of RBr to the Mg slurry plus <1 min) and they give 100% yields of RH l rom isopenlyl bromide or f )tr/o-5-(2 -haIoeihyl)-2-norbornene]. alter quenching with 10% aqueous HCI. in reactions at temperatures from -80 to 20 C I3I. In no case have products of c (e g.. RR) been found. 

Reactions of isopentyl bromide in THF at —80°C are completely inhibited by benzonitrile, m-di-nitrobenzene, CCI4. or CuCl at molar amounts 10 -10 that of RBr. Since the important number of active sites excludes the possibility that small quantities of inhibitors might inhibit all the sites [131], the authors propose that the additives inhibit a chain reaction, the steps of which occur at... 

If phosphorous tribromide is used instead, then the bromine anion will be formed by ionization of Br from PBr3. The Br will then react with isopentyl alcohol to produce isopentyl bromide. 

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