(Solved): 17-20 17. Monochlorination of 2-methylpentane can be accomplisinea oy A) reaction of 1 equiv of \( \ ...

17. Monochlorination of 2-methylpentane can be accomplisinea oy A) reaction of 1 equiv of \( \mathrm{Cl}_{2} \) with 1 equiv of alkane. (B) reaction of 1 equiv of \( \mathrm{Cl}_{2} \) with a large excess of alkane. C) by slow addition of alkane to reaction mixture. D) by careful control of temperature. 18. Which hydrogen will react most rapidly in the alkane shown below? A) 1 B) II C) III 19. Which monochlorination product(s) would be observed for the reaction shown? A) 1 B) II C) both 1 and II in equal amounts D) both I and II but in unequal amounts 20. Which reaction sequence would produce the diol shown from pentane? A) \( \mathrm{Br} / \mathrm{hu} ; \mathrm{EtO}-; \mathrm{OsO}_{4} ; \mathrm{NaHSO}_{4}, \mathrm{H}_{2} \mathrm{O} \) B) \( \mathrm{Cl}_{2} / \mathrm{hu} ; \mathrm{EtO}-; \) mCPBA; \( \mathrm{OH}-, \mathrm{H}_{2} \mathrm{O} \) C) \( \mathrm{Cl}_{2} / \mathrm{hu} ; \mathrm{OH}-; \mathrm{O}_{3}, \mathrm{CH}_{3} \mathrm{SCH}_{3} \) D) \( \mathrm{Br} \) (no light): \( \mathrm{O}_{3}, \mathrm{CH}_{3} \mathrm{SCH}_{3} \)