Hexachlorocyclopentadiene → HCID 13153833, compound

HRID 1646714Notes

Reaction equation

[Cl:1]C1(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl.ClCl.[Cl:14][C:15]1[C:19]([F:21])([F:20])[C:18]([Cl:23])(F)[C:17]([F:25])([F:24])[C:16]=1[Cl:26]>>[Cl:14][C:15]1[C:19]([F:21])([F:20])[C:18]([Cl:1])([Cl:23])[C:17]([F:25])([F:24])[C:16]=1[Cl:26]

Participants

Reactant 3

HCID 6478Hexachlorocyclopentadiene

HCID 24526Chlorine

HCID 11086552HCID 11086552, compound

Product 1

HCID 13153833HCID 13153833, compoundYield 9.7%

Procedure

200 g of HF were passed over 140 ml of this catalyst at 360° C. in the course of 6 hours. 102 g of hexachlorocyclopentadiene, 170 g of HF and 23 g of chlorine were then passed over at 350° C. in the course of 5 hours. The reaction gases were condensed in ice-water. 85.4 g of an organic phase which contained 60.5% of 1,2-dichloro-3,3,4,4,5,5-pentafluorocyclopent-1-ene, 23.5% of 1,2,4-trichloro-3,3,4,5,5-pentafluorocyclopent-1-ene (and isomers as in Example 1) and 9.7% of 1,2,4,4-tetrachloro-3,3,5,5-tetrafluorocyclopent-1-ene (and isomers as in Example 1) were formed. The hexachlorocyclopentadiene content in the reaction product was 0.1%.

Workup

customwere then passed over at 350° C. in the course of 5 hours
customThe reaction gases

Sources & evidence

ORD record: ord-099d933a094e4693870666c60cbeb297
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05180861

Reaction notes

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