Sulfuric Acid → Hexachlorobutadiene

반응식

S(=O)(=O)(O)O.[Cl:6][C:7]1([Cl:15])[C:10]([Cl:11])=[C:9]([Cl:12])[C:8]1([Cl:14])[Cl:13].S(=O)(=O)=O.[Cl-].[Na+]>>[Cl:6][C:7]([Cl:15])=[C:10]([Cl:11])[C:9]([Cl:12])=[C:8]([Cl:14])[Cl:13]

참가 물질

반응물 4

HCID 1118Sulfuric Acid2회

HCID 5234Sodium Chloride

HCID 22504Hexachlorocyclobutene3회

HCID 24682Sulfur trioxide

생성물 1

HCID 6901Hexachlorobutadiene수율 2.5%

반응 조건

온도: 80 °C

실험 절차

In a 1 liter flask, 200.6 g of 50% strength fuming sulphuric acid (oleum) were poured onto 300 g of 97.5% pure hexachlorocyclobutene [292.5 g (1.12 moles) of hexachlorocyclobutene; remainder hexachloro-1,3-butadiene], with stirring (molar ratio of hexachlorocyclobutene:sulphuric acid:sulphur trioxide=1:0.9:1.1). The mixture was heated at 80° C. for 5 hours. After cooling, the reaction product was poured slowly into a mixture of ice and sodium chloride, with vigorous stirring. The organic phase was then separated immediately from the aqueous phase. A mixture of 185 g of tetrachlorocyclobutenone, 14.4 g of hexachlorocyclobutene and 7.2 g of hexachloro-1,3-butadiene was obtained. The selectivity of the reaction was thus 88% of theory with a conversion of 95% of theory.