Phenylphosphine → Phenyl phosphorus dichloride

HRID 580363

Reaction equation

HRID 580363 reaction equation
[C:1]1(P)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[P:8]([Cl:13])(Cl)(Cl)(Cl)[Cl:9]>C1(C)C=CC=CC=1>[C:1]1([P:8]([Cl:13])[Cl:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 12519PhenylphosphineHCID 24819Phosphorus pentachloride

Product 1

HCID 12573Phenyl phosphorus dichloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
70 °C

Procedure

38.5 g (0.34 mol) phenylphosphine dissolved in 40 ml toluene was added at 25° C. to a suspension of 160 g PCl5 (0.77 mol) in 500 ml toluene. After the exothermal reaction had subsided, the whole was heated to 70° C. until gas ceased to be evolved. The low boilers were removed under vacuum. The crude product yield was 67 g; 31P-NMR: δ P=161 ppm, C6H5PCl2, 94.4 mol%. The residue was distilled under vacuum. bp 98° C./17 mbar; yield: 50.6 g (81% of the theoretical).

Workup

  1. customAfter the exothermal reaction
  2. customThe low boilers were removed under vacuum
  3. distillationThe residue was distilled under vacuum

Sources & evidence

ORD record
ord-180c1dc5fd6343a78ad341603de1d08a
Source dataset
uspto-grants-1988_06
Patent number
US04752648

Linked notes

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