Chapter 16, Problem 23P

Write structural formulas for the products formed when propanal reacts with each of the followin

(a) $NaB{H}_4$ in $MeOH$

(b) $C_6{H}_{5}MgBr,then{H}_3{O}^{+}$

(c) $LiAlH4,then{H}_{2}O$

(d) $A{g}_{2}O,H{O}^{-}$

(e) ${\left(C_6{H}_5\right)}_3\stackrel{+}{P}-\stackrel{-}{\stackrel{¨}{C}}{H}_2$

(f) $H_{2}andPt$

(g) and HA

(h) $C{H}_3\overline{\stackrel{¨}{C}}-\stackrel{+}{P}{\left(C_6{H}_5\right)}_3$

(i) $Ag{\left(N{H}_3\right)}_2{}^{+}$

(j) Hydroxylamine

(k) Phenylhydrazine

(l) Cold dilute $KMn{O}_4$

(m), HA

(n), HA, then Raney nickel

(o) m CPBA