Chlorodiphenylphosphine → Diphenylphosphine

HRID 1287960Notes

Reaction equation

HRID 1287960 reaction equation
[C:1]1([P:7](Cl)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O>[C:8]1([PH:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 1

HCID 66180Chlorodiphenylphosphine2×

Product 1

HCID 70017DiphenylphosphineYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

By Hydrolysis of Diphenylphosphinous Chloride. Diphenylphosphinous chloride (700 g, 3.17 mols) is added with rapid stirring to 1400 ml of distilled water. The temperature rises to 70° C. The solution is heated at reflux 1 hour, then cooled. The lower organic layer is separated from the water, dried, and distilled in vacuum giving diphenylphosphine (207 g, 70 percent yield), b.p. 151° C/10 mm. From the residue, 327 g (95 percent yield) of diphenylphosphonic acid is obtained by recrystallization from ethanol.

Workup

  1. customrises to 70° C
  2. temperatureThe solution is heated
  3. temperatureat reflux 1 hour
  4. temperaturecooled
  5. customThe lower organic layer is separated from the water
  6. customdried
  7. distillationdistilled in vacuum

Sources & evidence

ORD record
ord-4ab0595ad7ed4e2da884eef919ea5544
Source dataset
uspto-grants-1976_10
Patent number
US03987009

Reaction notes

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