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Logic Puzzle #20: Which CH2 will split? … Solution

Diastereotopic protons that are also anisochronous exhibit different chemical shifts. As a general rule, the proximity of a chiral centre will influence the likelihood of diastereotopic proton signals being anisochronous.

For the structure below, the CH2 labeled A is most likely to be anisochronous due to the adjacent chiral carbon.

IUPAC: methyl 7-hydroxy-3,5-dioxo-7-phenylheptanoate

InChi Key: FOGURBALCWIVHU-UHFFFAOYSA-N

A thanks goes to Carlos for submitting a comment.

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