Nitric Acid → 2,4,6-tribromonitrobenzene

HRID 2415635Notes

Reaction equation

HRID 2415635 reaction equation
S(=O)(=O)(O)O.[Br:6][C:7]1[CH:12]=[C:11]([Br:13])[CH:10]=[C:9]([Br:14])[CH:8]=1.[N+:15]([O-])([OH:17])=[O:16].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[Br:6][C:7]1[CH:12]=[C:11]([Br:13])[CH:10]=[C:9]([Br:14])[C:8]=1[N+:15]([O-:17])=[O:16]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 11430Potassium CarbonateHCID 122791,3,5-Tribromobenzene

Product 1

HCID 41712832,4,6-tribromonitrobenzene

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

Sulfuric acid was poured into a solution of 1,3,5-tribromobenzene in chloroform, then, to this was added nitric acid and the mixture was heated for 5 hours at 50° C. After completion of the reaction, the organic layer was neutralized with a 5% aqueous potassium carbonate solution, then washed with water, and dried over magnesium sulfate. The solvent was removed to obtain a white solid which was re-crystallized from ethanol, to give 2,4,6-tribromonitrobenzene.

Workup

  1. customAfter completion of the reaction
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed
  5. customto obtain a white solid which
  6. customwas re-crystallized from ethanol

Sources & evidence

ORD record
ord-0f99f46d4a0e40359a712cb56f4090c0
Source dataset
uspto-grants-2004_11
Patent number
US06821644B2

Reaction notes

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