Nitric Acid → 1,2-Dichloro-3-methyl-4-nitrobenzene

HRID 2392814Notes

Reaction equation

HRID 2392814 reaction equation
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[Cl:10][C:11]1[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:18]>>[Cl:10][C:11]1[C:16]([Cl:17])=[CH:15][CH:14]=[C:13]([N+:1]([O-:4])=[O:2])[C:12]=1[CH3:18]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 34702Benzene, 1,2-dichloro-3-methyl-3×

Product 1

HCID 225938931,2-Dichloro-3-methyl-4-nitrobenzene

Procedure

208 mmole concentrated nitric acid and 270 mmole concentrated sulfuric acid were mixed and cooled to ambient temperature. 200 mmole 2,3-dichlorotoluene was added to a reaction flask and was cooled in an ice-water bath. The acid mixture was added slowly with stirring to the dichlorotoluene keeping the dichlorotoluene in the ice-water bath. After all the acid had been added, the mixture in the ice-water bath was stirred for about 10 minutes. A drying tube was attached to the reaction flask and the reaction mixture warmed to ambient temperature. The reaction mixture was heated at 50° C. with stirring for three hours.

Workup

  1. temperaturewas cooled in an ice-water bath
  2. additionThe acid mixture was added slowly
  3. additionAfter all the acid had been added
  4. customA drying tube was attached to the reaction flask
  5. temperaturethe reaction mixture warmed to ambient temperature
  6. temperatureThe reaction mixture was heated at 50° C.

Sources & evidence

ORD record
ord-c7dc8e967b624809a2649a7f4d1573aa
Source dataset
uspto-grants-1998_09
Patent number
US05801245

Reaction notes

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