Nitric Acid → 2,6-Dichloro-3-nitrotoluene

HRID 232641

Reaction equation

HRID 232641 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH3:9].[N+:10]([O-])([OH:12])=[O:11]>>[Cl:1][C:2]1[C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH3:9]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 83682,6-Dichlorotoluene

Product 1

HCID 971552,6-Dichloro-3-nitrotoluene

Procedure

To 2,6-dichlorotoluene (200 g) is added dropwise fuming nitric acid (d=1.52, 206 ml) at 25° to 30° C. After stirring for 30 minutes at room temperature, the mixture is poured into ice-water, extracted with diethyl ether, and the extract is washed with an aqueous sodium hydrogen carbonate solution and then dried. The solvent is distilled off under reduced pressure to give 2,6-dichloro-3-nitrotoluene as yellow crystals (253.2 g).

Workup

  1. extractionextracted with diethyl ether
  2. washthe extract is washed with an aqueous sodium hydrogen carbonate solution
  3. customdried
  4. distillationThe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-ce6e3c6086de4446ad76aa28c6e59e4f
Source dataset
uspto-grants-1997_01
Patent number
US05591744

Linked notes

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