Question

Consider compounds A, B, C, and D, shown in the image CH3 CI CI H- A D Which compound, either B, C, or D, is identical to A?

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Answer #1

If we see carbon containing Cl, B has two CH3 groups attached where as A has only one CH3 group attached to Cl containing carbon, the two molecules have different connectivity of atoms and so are not stereoisomers.Thus B is neither identical to A nor enantiomer of A.

Now coming to C, it has same connectivity of atoms as A and if we rotate C by 180⁰ around an axis perpendicular to the plane of paper we get C becoming exactly same as A.Thus C is identical to A.

If we put a mirror between C and D we would observe that they are non superimposable mirror images of each other and thus enantiomers. Since A is identical to C, this means D is enantiomer to A also. Hence answer is compound D is enantiomer of A.

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