Triphenylphosphine → Phenyl phosphorus dichloride

HRID 1247880Notes

Reaction equation

HRID 1247880 reaction equation
[P:1]([Cl:4])(Cl)[Cl:2].[C:5]1([P:11](C2C=CC=CC=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>>[Cl:2][P:1]([Cl:4])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Cl:2][P:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 11776Triphenylphosphine2×HCID 24387Phosphorus trichloride2×

Product 2

HCID 12573Phenyl phosphorus dichlorideHCID 66180Chlorodiphenylphosphine

Procedure

A mixture of 60 g (=0.4364 mole) of freshly distilled phosphorus trichloride and 40 g (=0.1527 mole) of triphenylphosphane (→molar ratio of 2.86 to 1) is added dropwise in the course of 30 minutes to the apparatus which has been described in Example 6 and which is at 620° C. The subsequent distillation gives 38 g (=0.1212 mole) of dichlorophenylphosphane and 16.5 g (0.075 mole) of chlorodiphenylphosphane (→molar ratio of 2.83 to 1), unconverted phosphorus trichloride and unconverted triphenylphosphane. The yield relative to the starting amount of triphenylphosphane is 52% of theory in dichlorophenylphosphane and 38% of theory in chlorodiphenylphosphane, with an 87% conversion.

Workup

  1. additionis added dropwise in the course of 30 minutes to the apparatus which
  2. customis at 620° C
  3. distillationThe subsequent distillation

Sources & evidence

ORD record
ord-12c2988bef304460b0f1a2f87d2d62a2
Source dataset
uspto-grants-1985_06
Patent number
US04521347

Reaction notes

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