Hydrogen Bromide → 1,4-Dichlorobenzene

HRID 1086690Notes

Reaction equation

HRID 1086690 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH3:11])[CH3:10].[Cl:12][C:13]1[CH:14]=[C:15]([CH:20]([CH3:22])[CH3:21])[CH:16]=[C:17]([Cl:19])[CH:18]=1.Br>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([Cl:12])=[CH:2][CH:7]=1.[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH3:11])[CH3:10].[Cl:12][C:13]1[CH:14]=[C:15]([CH:20]([CH3:22])[CH3:21])[CH:16]=[C:17]([Cl:19])[CH:18]=1

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 98369791,3-Dichloro-5-isopropylbenzeneHCID 13587912HCID 13587912, compound

Product 3

HCID 46851,4-DichlorobenzeneHCID 98369791,3-Dichloro-5-isopropylbenzeneHCID 13587912HCID 13587912, compound

Procedure

isomerizing the 2,4-dichlorocumene in said product to 3,5-dichlorocumene in the presence of an aluminum halide catalyst activated with anhydrous hydrogen bromide at a temperature of from 25° to 35° C. to yield an effluent of 1,4-dichlorobenzene, 2,4-dichlorocumene, and 3,5-dichlorocumene.

Sources & evidence

ORD record
ord-f0b55a4b24e843d8944aeff0c6c29496
Source dataset
uspto-grants-1991_07
Patent number
US05030777

Reaction notes

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