10. What reagent is used to convert pentanamide to 1-pentanamine? (A) $\mathrm{POCl}_3$ (B) CuCN (C) $\mathrm{CH}_3\mathrm{MgBr}$ (D) $\mathrm{SOCl}_2$ (E) LiAlH₄

13. When 3-methyl-2-pentene is treated with mercuric acetate, $\mathrm{Hg(O_2CCH_3)_2}$, in a THF-$t$-butyl alcohol mixture and the resulting product is reacted with $\mathrm{NaBH_4}$ in basic solution, the principal product formed is which of these? (A) 3-methyl-3-pentanol (B) 3-$t$-butoxy-3-methylpentane (C) 3-methyl-2-pentanol (D) 2-$t$-butoxy-3-methylpentane (E) 1-$t$-butoxy-3-methylpentane

10. What reagent is used to convert pentanamide to 1-pentanamine?
(A) $\mathrm{POCl}_3$
(B) CuCN
(C) $\mathrm{CH}_3\mathrm{MgBr}$
(D) $\mathrm{SOCl}_2$
(E) LiAlH₄

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