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Propose structures for compounds A-C from the following information.
(a) Compound A has the molecular formula C6H13Br and is optically active.
(b) Compound A reacts with strong base to give optically inactive alkene B (C6H12).
(c) Compound B reacts with H-Br to give compound C that is optically inactive and cannot be resolved into enantiomers.
(d) Treatment of B with O3 followed by Zn/HOAc gave the following products:
(a) Compound A has the molecular formula C6H13Br and is optically active.
(b) Compound A reacts with strong base to give optically inactive alkene B (C6H12).
(c) Compound B reacts with H-Br to give compound C that is optically inactive and cannot be resolved into enantiomers.
(d) Treatment of B with O3 followed by Zn/HOAc gave the following products: