Nitric Acid → 2,6-Dichloro-4-nitrophenol

HRID 866001Notes

Reaction equation

HRID 866001 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[OH:9].[N+:10]([O-])([OH:12])=[O:11]>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=[C:4]([Cl:8])[C:3]=1[OH:9]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 68992,6-Dichlorophenol

Product 1

HCID 120662,6-Dichloro-4-nitrophenol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 31 g of 2,6-dichlorophenol in 120 ml acetic acid cooled in an ice bath is added over 5 minutes 50 ml of 70% nitric acid. After stirring an hour at room temperature, the mixture is purged with nitrogen, then poured into water, filtered; the product is washed with water and dried in vacuo to give 2,6-dichloro-4-nitrophenol. NMR (CD3OD): δ8.2(s).

Workup

  1. customthe mixture is purged with nitrogen
  2. additionpoured into water
  3. filtrationfiltered
  4. washthe product is washed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-07046dad1dc9428796569ebdbf605aea
Source dataset
uspto-grants-1996_10
Patent number
US05569674

Reaction notes

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