The red fox (Vulpes) uses a chemical communication system based on scent marks in urine. Recent work has shown one component of fox urine to be a sulfide. Mass spectral analysis of the pure scent-mark component shows M⁺ = 116. IR spectroscopy shows an intense band at 890 cm^–1, and ¹H NMR spectroscopy reveals the following peaks:

1.74 δ (3 H, singlet); 2.11 δ (3 H, singlet); 2.27 δ (2 H, triplet, J = 4.2 Hz); 2.57 δ (2 H, triplet, J = 4.2 Hz); 4.73 δ (2 H, broad) Propose a structure consistent with these data. [Note: (CH₃)₂S absorbs at 2.1 8.]

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No2 NO2 CO2CH3 NO2 cO2H co2CH3 KOH DMSO он F3C Cl F3C Cl Cl Acifluorfen