Chapter FRP, Problem 19P

(R)-3-Methyl-1-pentene is treated separately with the following reagents and the products in each case are separated by fractional distillation. Write appropriate formulas for all of the components of each fraction and tell whether each fraction would be optically active.

(a) $B{r}_2$

(b) $H_2,Pt$

(c) $Os{O}_4$, then $NaHS{O}_3$

(d) $B{H}_3:THF$, then $H_2{O}_2,H{O}^{-}$

(e) $Hg{\left(OAc\right)}_2,THF-H_{2}O$, then $NaB{H}_4,H{O}^{-}$

(f) $mCPBA$, then $H_3{O}^{+},H_{2}O$