What is the relationship between the two products obtained when we replace H  _a and H_b of propane-2-thione with deuterium? How many signals would you expect for these hydrogens in the ¹H NMR spectrum?

• A. The products are enantiomers and the two hydrogens will produce one signal in the ¹H NMR spectrum.
• B. The products are diastereomers and the two hydrogens will produce two signals in the ¹H NMR spectrum.
• C. The products are the same compound and the two hydrogens will produce one signal in the ¹H NMR spectrum.
• D. The products are enantiomers and the two hydrogens will produce two signals in the ¹H NMR spectrum.

Answer: (C)