ChemicalBook CAS DataBase List O-TOLUENESULFONYL CHLORIDE

O-TOLUENESULFONYL CHLORIDE synthesis

9synthesis methods

Product Name:O-TOLUENESULFONYL CHLORIDE
CAS Number:133-59-5
Molecular formula:C7H7ClO2S
Molecular Weight:190.65

108-88-3
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$21.80/5 mL

98-59-9 Synthesis

98-59-9
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$9.00/5g

133-59-5
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$15.00/1g

Yield:133-59-5 72.04%

Reaction Conditions:

with chlorosulfonic acid for 3 h;Cooling with ice;

Steps:

Add 22.1mL of chlorosulfonic acid (330.17mmol) to a 150mL three-necked flask, add 12.2mL (110.31mmol) of toluene slowly under stirring under ice bath conditions, after the completion of the dropwise addition, continue to stir the reaction for 3h, TLC monitor the progress of the reaction, After the reaction is complete, leave it at 0 ° C overnight, add 500g of ice-water mixture to the reaction mixture, separate the organic phase, and wash it twice with ice-water; leave it at -10 -20 ° C for 5h to precipitate white crystals (for P-toluenesulfonyl chloride), after filtering off the solid, an organic phase is obtained.The organic phase was distilled under reduced pressure, and fractions of 96 to 98 ° C under the condition of 1 mmHg were collected to obtain 10.05 g of o-methylbenzenesulfonyl chloride as an oil, with a yield of 72.04%.

References:

Xi'an Jiaotong University;Zhang Jie;Hu Sasa;Shan Yuanyuan;Pan Xiaoyan;Lu Wen;Wang Sicen;He Langchong;Si Ru;Wang Jin CN111056978, 2020, A Location in patent:Paragraph 0034; 0035

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