Which structure of molecular formula C₄H₈Cl₂ fits the ¹H NMR and ¹³C NMR spectra shown below? (Spectrum obtained from: SDBSWeb: http://www.aist.go.jp/RIODB/SDBS/)

Question

Quizplus · Accepted Answer

Based on the ¹H NMR spectrum, there is a singlet peak at around 8 ppm, which indicates the presence of a hydrogen atom in a highly deshielded environment, likely due to its proximity to an electronegative atom such as sulfur or oxygen. The only structure containing a hydrogen atom adjacent to a sulfur atom is option B. Similarly, based on the ¹³C NMR spectrum, there are two distinct peaks at around 10 ppm and 160 ppm, which suggest the presence of a carbonyl group. The only structure containing a carbonyl group is option B. Therefore, the best choice is B as it satisfies both NMR spectra.

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Which Structure of Molecular Formula C₄H₈Cl₂ Fits the ¹H NMR