Account for each of the results, shown in Fig. P9.87, with a mechanism. In part (a), note that the reaction is not observed in the absence of NaOH. In part (b), note that organolithium reagents are strong bases and that the hydrogens on a carbon adjacent to a benzene ring are relatively acidic.

Transcribed Image Text:

(a) HCCl3 + Na+ I- NaOH/H₂O 35 °C Figure P9.87 HCCl₂I+Na+ Cl- (b) Ph-CH₂-Cl + CH3CH₂CH₂CH₂-Li + -Ph+ LiCl + CH3CH₂CH₂CH3