Chemistry 9701 · AS & A Level · Halogen compounds

Halogen compounds — practice question

Compound X, $\text{C}_7\text{H}_{13}\text{Br}$, undergoes reaction with hot alcoholic NaOH to form two products, Y and Z. When Y is reacted with $\text{Br}_2$, it forms a product, $\text{C}_7\text{H}_{12}\text{Br}_2$, that is present as a mixture of four optical isomers. When Z is reacted with $\text{Br}_2$, it forms a product, $\text{C}_7\text{H}_{12}\text{Br}_2$, that is non-chiral. What might X be?

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