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ChemicalBook CAS DataBase List 2,4-Dichlorophenol
120-83-2

2,4-Dichlorophenol synthesis

13synthesis methods
-

Yield:120-83-2 93.3 %Chromat. ,106-48-9 5.5 %Chromat.

Reaction Conditions:

with aluminum (III) chloride;sulfuryl dichloride in neat (no solvent) at 25 - 55; for 3 h;regioselective reaction;Reagent/catalyst;Temperature;

Steps:

4.3. Chlorination of phenol
General procedure: To a stirred mixture of melted phenol (9.41 g, 0.10 mol), AlCl3 (100 mg) and the appropriate poly(alkylene sulfide) (100 mg), SO2Cl2 (8.90 ml, 0.11 mmol) was slowly added over 2 h at room temperature (RT). The mixture was stirred at RT for 2 h and then quenched with water (20 ml). The products were extracted using Et2O (3 * 30 ml) and the combined solution was dried over MgSO4. The drying reagent was removed by filtration and the solvent was removed under reduced pressure until the weight was constant. A weighed aliquot of the products and a known quantity of tetradecane were used for the GC analysis. In some cases (see results and discussion) the mixture was warmed to 55°C for 1 h prior to work up or extra SO2Cl2 was used in the reaction.

References:

Smith, Keith;Hegazy, Amany S.;El-Hiti, Gamal A. [Journal of Sulfur Chemistry,2020,vol. 41,# 1,p. 1 - 12]

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