An optically active compound A has the formula C 8 H 13 Br Compound A gives no reaction with Br 2 in CH 2 Cl 2 , but it reacts with K (CH 3 ) 3 CO to give a single new compound B in good yield Compound B decolorizes Br 2 in CH 2 Cl 2 and takes up hydrogen over a catalyst When compound B is treated ...

Remember that the key to working problems of this type is to find a known struct ...

An optically active compound A has the formula C 8 H 13 Br. Compound A gives no

Question:

An optically active compound A has the formula C₈H₁₃Br. Compound A gives no reaction with Br₂ in CH₂Cl₂, but it reacts with K+(CH₃)₃C—O^– to give a single new compound B in good yield. Compound B decolorizes Br₂ in CH₂Cl₂ and takes up hydrogen over a catalyst. When compound B is treated with ozone followed by aqueous H₂O₂, dicarboxylic acid C is isolated in excellent yield; notice its cis stereochemistry. O HO-C- O C-OH