Alkene Reagent Selection

In each reaction box enter a letter designating the best reagent and conditions selected from the list on the right of the page.
Remember, the hydroboration and oxymercuration reactions take place in two independent steps; therefore, in these cases two reagents must be entered in the answer box in the correct order.

Reactant	Reagent	Product	Answer Evaluation		REAGENTS A. HCl B. Br2 C. Hg(OAc)2 in water D. B2H6 (BH3) in ether E. H2O2 in aq NaOH F. KMnO4 in water. G. HOBr H. NaBH4
(CH3)2CHCH=CH2 3-methyl-1-butene		(CH3)2CHCHClCH3 2-chloro-3-methylbutane
		(CH3)2CHCHBrCH2Br 1,2-dibromo-3-methylbutane
		(CH3)2CHCH2CH2OH 3-methyl-1-butanol
		(CH3)2CHCH(OH)CH2Br 1-bromo-3-methyl-2-butanol
		(CH3)2CHCH(OH)CH3 3-methyl-2-butanol
		(CH3)2CHCH(OH)CH2OH 3-methyl-1,2-butanediol
					Response Box
(CH3)2C=CHCH3 2-methyl-2-butene		(CH3)2CHCH(OH)CH3 3-methyl-2-butanol
		(CH3)2C(OH)CH2CH3 2-methyl-2-butanol
		(CH3)2CBrCHBrCH3 2,3-dibromo-2-methylbutane
		(CH3)2CClCH2CH3 2-chloro-2-methylbutane
		(CH3)2C(OH)CH(OH)CH3 2-methyl-2,3-butanediol
		(CH3)2C(OH)CHBrCH3 3-bromo-2-methyl-2-butanol
CH2=C(CH3)CH2CH3 2-methyl-1-butene		CH2BrCBr(CH3)CH2CH3 1,2-dibromo-2-methylbutane			REAGENTS A. HCl B. Br2 C. Hg(OAc)2 in water D. B2H6 (BH3) in ether E. H2O2 in aq NaOH F. KMnO4 in water. G. HOBr H. NaBH4
		(CH3)2CClCH2CH3 2-chloro-2-methylbutane
		(CH3)2C(OH)CH2CH3 2-methyl-2-butanol
		HOCH2CH(CH3)CH2CH3 2-methyl-1-butanol
		CH2BrC(OH)(CH3)CH2CH3 1-bromo-2-methyl-2-butanol
		HOCH2C(OH)(CH3)CH2CH3 2-methyl-1,2-butanediol