1,2-Dibromoethane → Sodium 1,2-Ethanedisulfonate

HRID 263372

Reaction equation

HRID 263372 reaction equation
Br[CH2:2][CH2:3]Br.[S:5]([O-:8])([O-:7])=[O:6].[Na+:9].[Na+]>O>[CH2:2]([S:5]([O-:8])(=[O:7])=[O:6])[CH2:3][S:5]([O-:8])(=[O:7])=[O:6].[Na+:9].[Na+:9]

Participants

4

Reactant 2

HCID 78391,2-DibromoethaneHCID 24437Sodium Sulfite

Product 1

HCID 79220Sodium 1,2-EthanedisulfonateYield 65.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1,2-dibromoethane (37.6 g, 0.20 tool) and sodium sulfite (63.0 g, 0.5 mol) in water (225 mL) was heated at reflux temperature for 20 h. After the mixture was cooled in the refrigerator, crystals were collected. The crude product was repeatedly recrystallized from water-ethanol. The trace amount of inorganic salts was removed by treating the aqueous solution with a small amount of silver(I) oxide and barium hydroxide. The basic solution was neutralized with Amberlite-120 ion-exchange resin and treated three times with Amberlite-120(sodium form) ion-exchange resin. After removal of the water, the product was recrystallized from water-ethanol to afford the title compound (30.5 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 20 h
  3. temperatureAfter the mixture was cooled in the refrigerator, crystals
  4. customwere collected
  5. customThe crude product was repeatedly recrystallized from water-ethanol
  6. customThe trace amount of inorganic salts was removed
  7. additionby treating the aqueous solution with a small amount of silver(I) oxide and barium hydroxide
  8. additiontreated three times with Amberlite-120(sodium form) ion-exchange resin
  9. customAfter removal of the water
  10. customthe product was recrystallized from water-ethanol

Sources & evidence

ORD record
ord-80089ade5a8c47c7aaa1d9487a404892
Source dataset
uspto-grants-1997_07
Patent number
US05643562

Linked notes

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