ChemicalBook CAS DataBase List 1-HEXANESULFONYL CHLORIDE

1-HEXANESULFONYL CHLORIDE synthesis

8synthesis methods

Product Name:1-HEXANESULFONYL CHLORIDE
CAS Number:14532-24-2
Molecular formula:C6H13ClO2S
Molecular Weight:184.68

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14532-24-2
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Yield:14532-24-2 80.2%

Reaction Conditions:

with sulfuryl dichloride;acetic acid in water for 2.25 h;

Steps:

5.b
34 ml of sulfuryl chloride are added in the course of 30 minutes to 10.95 g of hexyl thiocyanate, and then a mixture of 23 ml of acetic acid and 3.7 ml of water is added dropwise in the course of one hour to the remainder of the preparation. The gas that evolves is trapped by a concentrated aqueous sodium hydroxide solution. When the addition is complete, the reaction medium is stirred for 45 minutes. Excess sulfuryl chloride is destroyed by addition of 15 ml of water. The product is then extracted with 30 ml of dichloromethane. The organic phase containing the hexanesulfonyl chloride is dried with sodium sulfate and then the solvent is evaporated off under reduced pressure. 11.34 g of hexanesulfonyl chloride are obtained. Yield 80.2%. ¹H NMR (CD₃OD/CDCl₃) δ (ppm): 2.2 (m, 8H, CH₃-(CH₂)₄-CH₂-SO₂Cl); (t, 2H, (SO₂Cl-CH₂-(CH₂)₄-CH₃); 1.15 (t, 3H, CH₃-(CH₂)₄-CH₂-SO₂Cl).