1,3-Difluorobenzene → 1,2-Difluorobenzene

HRID 231672

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FF.F[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:17][C:13]1[CH:14]=[CH:15][CH:16]=[CH:11][C:12]=1[F:1]

Participants

Reactant 3

HCID 97411,3-Difluorobenzene

HCID 10008Fluorobenzene

HCID 24524Fluorine

Product 2

HCID 97061,2-Difluorobenzene

HCID 10008Fluorobenzene

Procedure

According to Sams et al, "Molecular Sieve Fluorination of Fluorobenzene Using Elemental Fluorine," J. Org. Chem. 43(11), 2273 (1978), attempts were made to prepare 1,3-difluorobenzene using a molecular sieve fluorination technique. Fluorination of monofluorobenzene resulted in the isolation of various isomers of difluorobenzene in 19% yield; the highest reported yield for the meta isomer was 1.2%.

Sources & evidence

ORD record: ord-94ebc396e22e452ca94dedae374927e1
Source dataset: uspto-grants-1989_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04847442

Linked notes

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