Nitric Acid → 2,3,4-Trichloronitrobenzene

HRID 614897Notes

Reaction equation

HRID 614897 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[Cl:9].[N+:10]([O-])([OH:12])=[O:11]>>[Cl:1][C:2]1[C:3]([Cl:9])=[C:4]([Cl:8])[CH:5]=[CH:6][C:7]=1[N+:10]([O-:12])=[O:11]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 68951,2,3-Trichlorobenzene

Product 1

HCID 286972,3,4-Trichloronitrobenzene

Procedure

A 12 liter resin pot equipped with an efficient mechanical stirrer and a thermometer was charged with 90% (sp. gr. 1.4826) nitric acid (3.6 liters). An iced-water bath was used to keep the temperature between 25° and 30° while 1,2,3-trichlorobenzene (1.89 kg, 10.4 mol) was added in portions over 30 minutes. The resulting mixture was stirred for 30 minutes and then poured into a 9.5 liter battery jar equipped with an efficient stirrer and containing about 5 kg of ice. The resulting solid was filtered off and washed well with water.

Workup

  1. customAn iced-water bath was used
  2. customthe temperature between 25° and 30°
  3. additionwas added in portions over 30 minutes
  4. additionpoured into a 9.5 liter battery jar
  5. customequipped with an efficient stirrer
  6. filtrationThe resulting solid was filtered off
  7. washwashed well with water

Sources & evidence

ORD record
ord-f37fe9ffefe043118a43409330e1db9f
Source dataset
uspto-grants-1979_03
Patent number
US04146718

Reaction notes

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