Sulfuric Acid → Hexachlorobutadiene

HRID 1680311

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 4.7%

반응 조건

온도: 80 °C

실험 절차

In a 1 liter flask, 341 g of 39.8% strength fuming sulphuric acid (oleum) were poured onto 500 g of 97.5% pure hexachlorocyclobutene [487.5 g (1.87 moles) of hexachlorocyclobutene; remainder hexachloro-1,3-butadiene], with stirring (molar ratio of hexachlorcyclobutene:sulphuric acid:sulphur trioxide=1:1.1:0.9). 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, and the organic phase was then separated immediately from the aqueous phase. A mixture of 326 g of tetrachlorocyclobutenone, 25 g of hexachlorocyclobutene and 23 g of hexachloro-1,3-butadiene was obtained. The selectivity of the reaction was thus 90.5% of theory with a conversion of 92% of theory.

후처리

temperatureAfter cooling
customthe organic phase was then separated immediately from the aqueous phase
additionA mixture of 326 g of tetrachlorocyclobutenone, 25 g of hexachlorocyclobutene

출처 및 근거

ORD 기록: ord-b6ddc309b7714971a1690196b1ba5a28
출처 데이터셋: uspto-grants-1981_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04272633

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