1,2-Dichlorobenzene → Hexachloroindene

HRID 2072170

Reaction equation

HRID 2072170 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[Cl:8].[Cl:9][C:10](Cl)(Cl)[C:11]([Cl:15])=[C:12](Cl)[Cl:13].[Cl:18]C(Cl)=C(Cl)Cl>>[Cl:1][C:2]1[CH:7]=[C:6]2[C:5]([C:10]([Cl:9])=[C:11]([Cl:15])[CH:12]2[Cl:13])=[C:4]([Cl:18])[C:3]=1[Cl:8]

Participants

4

Reactant 3

HCID 72391,2-DichlorobenzeneHCID 159021,1,2,3,3,3-Hexachloro-1-propeneHCID 31373Tetrachloroethylene

Product 1

HCID 53971155HexachloroindeneYield 48.7%

Conditions

Temperature
125 °C

Procedure

A mixture containing 29.4 grams (0.2 mole), of ortho-dichlorobenzene, 50 grams (0.2 moles) of hexachloropropylene and 2.5 grams of ferric chloride in 250 milliliters of perchloroethylene was heated and stirred by the process of Example I for about 4 hours at reflux (125° C.). The reaction mixture was then washed with concentrated hydrochloric acid, then water and distilled to give a 48.7% yield of hexachloroindene. The product was confirmed by infrared and NMR spectra analysis as structured.

Workup

  1. additionA mixture containing 29.4 grams (0.2 mole)
  2. washThe reaction mixture was then washed with concentrated hydrochloric acid
  3. distillationwater and distilled

Sources & evidence

ORD record
ord-ebe79f31ccfc476ca69a935b53df9376
Source dataset
uspto-grants-1977_09
Patent number
US04049727

Linked notes

Loading…