Chlorobenzene → Phenylthionophosphonic dichloride

HRID 1395340

Reaction equation

HRID 1395340 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[P:8]([Cl:11])(Cl)[Cl:9].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:13]>>[C:2]1([P:8]([Cl:11])([Cl:9])=[S:13])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7964ChlorobenzeneHCID 14817Phosphorus sulfide (P2S5)HCID 24387Phosphorus trichloride

Product 1

HCID 19016Phenylthionophosphonic dichloride

Conditions

Temperature
300 °C

Procedure

The procedure of Example 10 was repeated using 33.6 grams (0.3 moles) of chlorobenzene, 41.1 grams (0.3 moles) of phosphorus trichloride and 22.2 grams (0.05 moles) of phosphorus pentasulfide. The reaction mixture was heated at 300° C. for 7 hours. The product, phenylphosphonothioic dichloride, in a yield of 18.3 grams, was isolated by distillation and redistillation, and had a boiling point of 58° C. and 62° C. (0.02 millimeters of mercury) and an nD25 of 1.6235 as against the reported nD25 of 1.6220 for phenylphosphonothioic dichloride.

Sources & evidence

ORD record
ord-aa14fb57e0c44b4594096e4dfca0fc5f
Source dataset
uspto-grants-1980_05
Patent number
USRE030279

Linked notes

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