O Bromotoluene

Partial rate factors may be used to estimate product distributions in disubstituted benzene derivatives The reactivity of a particular position in o bromotoluene for example is given by the product of the partial rate factors for the corresponding position in toluene and bromobenzene On the basis of the partial rate factor data given here for Fnedel-Crafts acylation predict the major product of the reaction of o bromotoluene with acetyl chlonde and aluminum chloride... 

Although somewhat more cumbersome, the following more economical procedure using lithium metal may also be used to generate o-tolyllithium. To 1.7 g (240 mg-atom) of freshly cut lithium in 35 ml of ether at 0°C is added dropwise 20.5 g (120 mmol) of o-bromotoluene in 25 ml of ether. After formation of o-tolyllithium, it is diluted with 60 mL of tetrahydrofuran before use. 

Problem 16.92 Prepare o-bromotoluene from toluene without using direct bromination (which gives a large amount of the unwanted p-isomer). M... 

---