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ChemicalBook CAS DataBase List Ethanesulfonyl chloride
594-44-5

Ethanesulfonyl chloride synthesis

14synthesis methods
-

Yield:594-44-5 37%

Reaction Conditions:

with sulfur dioxide;chlorine at -10 - 80; for 1 h;Product distribution / selectivity;Sealed reactor;

Steps:

11

Ex 2-11 and Comparative Examples (CEx) A-EReplicate of Ex 1 with changes in catalyst and, for Ex 10 and 11, hydrocarbon as shown in Table 1 below,Table 1The data summarized in Table 1 represent evaluations of a number of materials as potential catalysts for hydrocarbon sulfochlorination. CEx B, C and E show no MSC production under reaction conditions shown in Table 1 with, respectively, chromium (III) chloride (CrCl3), vanadium oxide (V2O3) and copper oxide (CuO). CEx A and CEx D show very little (less than 1 percent) MSC production under reaction conditions shown in Table 1 with, respectively triphenylphosphine ruthenium chloride ((Ph3P)3RuCl2) and ferric oxide (Fe2O3). By way of contrast, chromium (II) chloride (CrCl2) (Ex 5 and 6), chromium oxide (Cr2O3) (Ex 4 and 7), molybdenum oxide (MoO3) (Ex 8) and lanthanum oxide (La2O3) all show MSC yields of approximately 10 percent or more, at least a tenfold increase over CEx A and D. Ex 1 and 2 show how reaction conditions affect MSC yield using (dppe)FeCl2 as catalyst. Ex 3 shows low (1.5 percent) yield with CuCl/2,2'-bpy as catalyst under reaction conditions shown in Table 1. Ex 10 (sulfochlorination of propane) and Ex 11 (sulfochlorination of ethane) show very good RSC yields with Cr2O3 as a catalyst. Although not shown here, control experiments under similar conditions to those shown in Table 1, but with no catalyst, also yield no MSC.

References:

WO2011/14553,2011,A2 Location in patent:Page/Page column 3-4

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