Peracetic Acid → Iodo benzene diacetate

HRID 326168Notes

Reaction equation

HRID 326168 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([O:11]O)(=[O:10])[CH3:9]>>[C:8]([OH:11])(=[O:10])[CH3:9].[C:8]([OH:11])(=[O:10])[CH3:9].[I:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6585Peracetic AcidHCID 11575Iodobenzene

Product 1

HCID 12217721Iodo benzene diacetate

Conditions

Temperature
30 °C

Procedure

40.8 g (0.2 mol) of iodobenzene were charged to a 300 ml round bottom flask equipped with thermometer and vented addition funnel. 91.2 g (0.48 mol) of a 40% aqueous solution of peracetic acid was added dropwise to the flask over a 25-minute period while maintaining the flask at 30° C. in a water bath. After about 1 hour a yellowish white solid formed. The reaction mixture was cooled in ice and the solid collected, washed with water and vaccuum dried at 40° C. The iodobenzene diacetate product weighed 40.6 g and had a melting point in the range of 157°-160° C.

Workup

  1. customequipped with thermometer
  2. additionaddition funnel
  3. customAfter about 1 hour a yellowish white solid formed
  4. temperatureThe reaction mixture was cooled in ice
  5. customthe solid collected
  6. washwashed with water and vaccuum
  7. customdried at 40° C
  8. customin the range of 157°-160° C.

Sources & evidence

ORD record
ord-f17f5f1af3dc49138c4db08d7ff646d1
Source dataset
uspto-grants-1984_04
Patent number
US04444806

Reaction notes

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