Iodonium, diphenyl-, bromide (1:1) → Phenyl benzoate

HRID 1447203Notes

Reaction equation

HRID 1447203 reaction equation
[Br-].[C:2]1([I+:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15]([O-:23])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Na+]>>[C:15]([O:23][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:2]1([I:8])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 73871Iodonium, diphenyl-, bromide (1:1)HCID 517055Sodium Benzoate

Product 2

HCID 7169Phenyl benzoateHCID 11575Iodobenzene

Procedure

Diphenyliodonium bromide has been reacted with sodium benzoate to form phenyl benzoate and phenyl iodide, and the reaction has been found to be faster in strong bases. F. M. Beringer, et al., 75 J. Amer. Chem. Soc. 2708 (1963).

Sources & evidence

ORD record
ord-d405144759c2449792cd37448bd90a8f
Source dataset
uspto-grants-1982_02
Patent number
US04316045

Reaction notes

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