Potassium Iodide → 1,2-dibromo-4,5-diiodobenzene

HRID 1015954Notes

Reaction equation

[I:1](O)(=O)(=O)=O.[I-:6].[K+].[Br:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[Br:15]>S(=O)(=O)(O)O>[Br:8][C:9]1[CH:14]=[C:13]([I:6])[C:12]([I:1])=[CH:11][C:10]=1[Br:15]

Participants

Conditions

Temperature: 0 °C

Procedure

To a 1 L three-necked flask fitted with a mechanical stirrer were added 36.9 g (162 mmol) of periodic acid and 150 ml of sulfuric acid. After periodic acid was dissolved, 80.7 g (486 mmol) of potassium iodide was added portionwise. The temperature of the content was cooled to 0° C. and 75.0 g (318 mmol) of 1,2-dibromobenzene was added. The resulting mixture was stirred at 0° C. for 30 minutes. After the reaction mixture was poured into ice, the whole was filtrated and a solid was taken out. The solid was recrystallized from THF/methanol twice to obtain white crystals of 1,2-dibromo-4,5-diiodobenzene (76.2 g, yield 49%).

Workup

customTo a 1 L three-necked flask fitted with a mechanical stirrer
additionAfter the reaction mixture was poured into ice
filtrationthe whole was filtrated
customThe solid was recrystallized from THF/methanol twice

Sources & evidence

ORD record: ord-89782ae1745f46f5aa4598bc278c1b10
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985885B2

Reaction notes

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