Nitric Acid → Phenol, 4-iodo-2-nitro-

HRID 1838779Notes

Reaction equation

HRID 1838779 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[N+:9]([O-])([OH:11])=[O:10]>C(O)(=O)C>[N+:9]([C:6]1[CH:7]=[C:2]([I:1])[CH:3]=[CH:4][C:5]=1[OH:8])([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 108944-Iodophenol

Product 1

HCID 179373Phenol, 4-iodo-2-nitro-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of p-iodophenol (2.2 g, 10 mmol) in 18 mL acetic acid was added a solution of HNO3 (0.7 mL, 70%) in 5 mL acetic acid dropwise over 10 minutes. The resulting mixture was stirred at ambient temperature. After 30 minutes, the reaction mixture was diluted by 100 mL ice-water. The precipitate was collected, washed with 100 mL water. Purification by flash column chromatography afforded 1.2 g of 2-nitro-4-iodophenol.

Workup

  1. customThe precipitate was collected
  2. washwashed with 100 mL water
  3. customPurification by flash column chromatography

Sources & evidence

ORD record
ord-006523d092524d4696bae476995b6d36
Source dataset
uspto-grants-2004_01
Patent number
US06676926B2

Reaction notes

Loading…