Dimethyl methylphosphonate → Antimony Pentachloride Dimethylmethylphosphonate

HRID 847756Notes

Reaction equation

HRID 847756 reaction equation
[Sb:1]([Cl:6])([Cl:5])([Cl:4])([Cl:3])[Cl:2].[CH3:7][O:8][P:9]([CH3:13])(=[O:12])[O:10][CH3:11]>C(Cl)Cl>[Sb:1]([Cl:6])([Cl:5])([Cl:4])([Cl:3])[Cl:2].[CH3:7][O:8][P:9]([CH3:13])(=[O:12])[O:10][CH3:11]

Participants

4

Reactant 2

HCID 12958Dimethyl methylphosphonateHCID 24294Antimony pentachloride

Product 1

HCID 131712430Antimony Pentachloride Dimethylmethylphosphonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

In a round bottom flask, under a nitrogen atmosphere, 7.61 g (0.0254 M) of antimony pentachloride was dissolved in 75 ml of methylene chloride. To this yellow solution was added dropwise with stirring a solution of 3.16 g (0.0254 M) of dimethylmethylphosphonate in 20 ml of methylene chloride. The addition was accomplished at a rate such that the exotherm did not become excessive, the temperature being kept below the reflux temperature of methylene chloride (cooling should not be required). By the end of the addition, the initial yellow color had dissipated. The reaction mixture was stirred at ambient temperature for one hour, after which time the solvent was removed by evaporation at reduced pressure. The crystalline product was thoroughly dried in vacuo (0.1 mm Hg). Analysis calculated for C3H9Cl5O3PSb: % Cl=41.9, observed=42.0%. NMR (CDCl3, TMS):δ4.12 (d,6H,J=11.6Hz), 2.08 (d,3H,J=17.6 Hz).

Workup

  1. additionTo this yellow solution was added dropwise
  2. additionThe addition
  3. temperaturecooling should not
  4. additionBy the end of the addition
  5. customafter which time the solvent was removed by evaporation at reduced pressure
  6. customThe crystalline product was thoroughly dried in vacuo (0.1 mm Hg)

Sources & evidence

ORD record
ord-6bb60cb12eca4678823b863d30c6779b
Source dataset
uspto-grants-1981_10
Patent number
US04293675

Reaction notes

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