2-Thiocresol → 2'-Methyl[1,1'-biphenyl]-2-thiol

Participants

Reaction Steps

The general procedure was used to convert iodobenzene and o-toluenethiol to the title product. Purification by flash chromatography (hexane as the eluent) gave the analytically pure product as a clear oil (383 mg, 95% yield). 1H NMR (300 MHz, CDCl3) δ 7.20–6.98 (m, 9H; Ha, Hb, Hc, Hd, He, He′, Hf, Hf′, Hg), 2.27 (s, 3H; methyl protons). 13C NMR (75 MHz, CDCl3) δ 139.90 (C8), 136.10 (C6), 133.70 (C1), 132.94 (C2), 130.54 (C5), 129.55 (C9, C13), 129.07, (C10, C12), 127.85 (C3), 126.66 (C11), 126.27 (C4), 20.54 (C7). Anal. Calcd. for C13H12S: C, 77.95; H, 6.04; S, 16.01; Found C, 78.02; H, 6.01; S, 16.01.

Provenance & Evidence