25674-50-4

Upstream product

• 56-23-5 tetrachloromethane 
• 95-48-7 ortho-cresol 
• 13073-29-5 2-methyl-6-nitrophenol 
• 10345-39-8 O‐(o‐tolyl) dimethylcarbamothioate 

Downstream Products

• 25674-56-0 2-Etiltio-6-metil-fenolo 
• 1169759-96-9 (S)-2-methyl 3-(2-hydroxy-3-methylbenzenethio)-propanol 
• 470454-39-8 2-(S)-ethyl-3-(2-hydroxy-3-methylphenyl-thio)propan-1-ol 
• 25674-55-9 2-methyl-6-(methylsulfenyl)phenol 

Relevant academic research and scientific papers

Synthesis and Evaluation of Ruthenium 2-Alkyl-6-mercaptophenolate Catalysts for Olefin Metathesis

A series of ruthenium carbene catalysts containing 2-sulfidophenolate bidentate ligand with an ortho-substituent next to the oxygen atom were synthesized. The molecular structure of ruthenium carbene complex containing 2-isopropyl-6-sulfidophenolate ligand was confirmed through single crystal X-ray diffraction. An oxygen atom can be found in the opposite position of the N-heterocyclic carbene (NHC) based on the steric hindrance and strong trans-effects of the NHC ligand. The ruthenium carbene catalyst can catalyze ring-opening metathesis polymerization (ROMP) reaction of norbornene with high activity and Z-selectivity and cross metathesis (CM) reactions of terminal alkenes with (Z)-but-2-ene-1,4-diol to give Z-olefin products (Z/E ratios, 70:30–89:11) in low yields (13%–38%). When AlCl3 was added into the CM reactions, yields (51%–88%) were considerably improved and process becomes highly selective for E-olefin products (E/Z ratios, 79:21–96:4). Similar to other ruthenium carbene catalysts, these new complexes can tolerate different functional groups.

Regiocontrolled carbonylsulfanylations at ortho-position of phenols and at α-position of ketones using chlorocarbonylsulfenyl chloride

Bu3N/AlCl3-promoted [3+2] cyclocondensation between phenols and chlorocarbonylsulfenyl chloride (CCSC; 3) gave 1,3-benzoxathiol-2-ones (2), wherein the acylation of phenols with CCSC (3) and the intramolecular and regioselective ortho-sulfenylation successively proceeded in a one-pot manner. 2-Sulfanylphenols (1) were produced from 2 by mild hydrolysis using NaOH. An analogous Bu3N-promoted [3+2] cyclocondensation between ketones and 3 gave 1,3-oxathioles (7), wherein the α-CH2- position of the ketones was regioselectively sulfenylated.