2,4,5-Trichlorophenol → 2,3,4,6-Tetrachlorophenol

HRID 1285016Notes

Reaction equation

S(Cl)([Cl:4])(=O)=O.[Cl:6][C:7]1[CH:12]=[C:11]([Cl:13])[C:10]([Cl:14])=[CH:9][C:8]=1[OH:15]>>[Cl:4][C:9]1[C:10]([Cl:14])=[C:11]([Cl:13])[CH:12]=[C:7]([Cl:6])[C:8]=1[OH:15]

Participants

Reactant 2

HCID 72712,4,5-Trichlorophenol

HCID 24648Sulfuryl chloride

Product 1

HCID 60282,3,4,6-Tetrachlorophenol

Procedure

As the concentration of sulfuryl chloride increases, over-chlorination occurs, i.e., the 2,4,5-trichlorophenol becomes chlorinated to form more 2,3,4,6-tetrachlorophenol. The 2,3,4,6-tetrachlorophenol present becomes unacceptably high when the ratio of sulfuryl chloride to dichlorophenol significantly exceeds 1.3 to 1.

Sources & evidence

ORD record: ord-92738f59278941369d530c35a4e52194
Source dataset: uspto-grants-1986_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04564714

Reaction notes

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