Benzene → Phenyl phosphorus dichloride

HRID 485229Notes

Reaction equation

[P:1]([Cl:4])(Cl)[Cl:2].[CH:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>>[C:5]1([P:1]([Cl:4])[Cl:2])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

Reactant 2

HCID 241Benzene

HCID 24387Phosphorus trichloride

Product 1

HCID 12573Phenyl phosphorus dichloride

Procedure

8800 g (64 mols) phosphorus(III)chloride, 780 g (10 mols) benzene and 1361 g (10 mols) anhydrous aluminum chloride of 98% strength were boiled for 5 hours under reflux in a reactor provided with a stirrer and reflux condenser. Next, 1535 g (10 mols) phosphorus oxychloride was added dropwise within 30 minutes. After a post-reaction period of 30 minutes, the whole was cooled to 25° C., the formed aluminum chloride/phosphorus oxychloride-complex was filtered off and washed with phosphorus(III)chloride. 3128 g crystalline matter moist with PCl3 was obtained (theoretically: 1535 g POCl3 +1361 g AlCl3 =2896 g). Phosphorus(III)chloride in excess and unreacted benzene were expelled from the filtrate under atmospheric pressure and the residue was distilled under vacuum. 1561 g phenyldichlorophosphane (bp: 95° C. at 25 millibars) was obtained. Yield: 0.87 mol C6H5PCl2 per mol AlCl3.

Workup

distillationthe residue was distilled under vacuum

Sources & evidence

ORD record: ord-19e4467e770f48b38bf11500e1beae05
Source dataset: uspto-grants-1985_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04536351

Reaction notes

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