Potassium Nitrate → HCID 57062802, compound

HRID 231373Notes

Reaction equation

HRID 231373 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH3:17])[CH:7]=[CH:8][C:9]=1[O:10][CH:11]([F:16])[C:12]([F:15])([F:14])[F:13])([O-:3])=[O:2].[N+:18]([O-])([O-:20])=[O:19].[K+]>S(=O)(=O)(O)O>[N+:18]([C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[C:9]([O:10][CH:11]([F:16])[C:12]([F:14])([F:15])[F:13])[CH:8]=[CH:7][C:6]=1[CH3:17])([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 57287506HCID 57287506, compound

Product 1

HCID 57062802HCID 57062802, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

1.5 g (5.9 mmoles) 3-nitro-4-tetrafluoroethoxytoluene is placed in 7.5 ml concentrated sulfuric acid and 0.65 g (6.4 mmoles) potassium nitrate in 3 ml concentrated sulfuric acid is added dropwise at 0° C. After the addition is terminated it is agitated for 2 hours at ice bath temperature and then poured onto ice. The dinitro compound precipitates as an oil and is extracted with ether. The combined ether phases are washed with sodium bicarbonate solution and water and dried over sodium sulfate. When the solvent is distilled the 2,3-dinitro-4-tetrafluoroethoxytoluene remains as a yellow oil which crystalizes after standing for a short time. Yield: 1.55 g (88% of the theoretical yield), melting point: 35° C.

Workup

  1. additionAfter the addition
  2. customis terminated it
  3. additionpoured onto ice
  4. customThe dinitro compound precipitates as an oil
  5. extractionis extracted with ether
  6. washThe combined ether phases are washed with sodium bicarbonate solution and water
  7. dry with materialdried over sodium sulfate
  8. distillationWhen the solvent is distilled the 2,3-dinitro-4-tetrafluoroethoxytoluene
  9. customcrystalizes
  10. customYield: 1.55 g (88% of the theoretical yield), melting point: 35° C.

Sources & evidence

ORD record
ord-50369c7016b44bd1b9c89869423429e2
Source dataset
uspto-grants-1989_07
Patent number
US04845294

Reaction notes

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