Chapter 11, Problem 33P

Draw the products formed when $\text{hex}-1-\text{yne}$ is treated with each reagent.

a. $\text{HCl}\left(\text{2}\text{equiv}\right)$

b. $\text{HBr}\left(\text{2}\text{equiv}\right)$

c. ${\text{Cl}}_2\left(\text{2}\text{equiv}\right)$

d. ${\text{H}}_2\text{O}+{\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}+{\text{HgSO}}_{\text{4}}$

e. $\left[1\right]{\text{R}}_2\text{BH;}\left[2\right]{\text{H}}_2{\text{O}}_2,{\text{HO}}^{-}$

f. $\text{NaH}$

g. $\left[1\right]{}^{-}{\text{NH}}_2;\left[2\right]{\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\text{Br}$

h. $\left[1\right]{}^{-}{\text{NH}}_2;$[2] ; $\left[3\right]{\text{H}}_{\text{2}}\text{O}$