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Question Content Area Achiral compound X has the formula C 8 H 1 7 Br . Y , C 8 H 1 7 Cl ,

Question Content Area

Achiral compound X has the formula C

8

17

.

,

8

17

,

is chiral.

X undergoes base

-

promoted E

2

elimination to give a single alkene product Z

.

Under similar conditions Y produces a mixture of alkenes, including Z

.

Catalytic hydrogenation of Z affords

2 -

methylheptane. Propose structures for X and Y

.

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