Water → Phosphorodichloridic acid, pentyl ester

HRID 1885469Notes

Reaction equation

HRID 1885469 reaction equation
O.[P:2]([Cl:6])(Cl)([Cl:4])=[O:3].[CH2:7]([OH:12])[CH2:8][CH2:9][CH2:10][CH3:11]>C(Cl)(Cl)(Cl)Cl>[P:2]([Cl:6])([Cl:4])(=[O:3])[O:12][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 62761-PentanolHCID 24813Phosphorus oxychloride

Product 1

HCID 6422923Phosphorodichloridic acid, pentyl esterYield 102.9%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

To a tap water cooled solution of 79 g of phosphorous oxychloride in 200 ml of carbon tetrachloride is added dropwise with stirring a solution of 50 g of 1-pentanol in 125 ml of carbon tetrachloride. The temperature rises to 30° C. and stirring is continued for 18 hours. The solvent is evaporated and the syrup evaporated with toluene several times. The residue is distilled rom a Kugelrohr still to give 108.7 g of the desired product as a colorless oil, B.P. 85°-90° C./0.3 mm.

Workup

  1. customrises to 30° C.
  2. customThe solvent is evaporated
  3. customthe syrup evaporated with toluene several times
  4. distillationThe residue is distilled

Sources & evidence

ORD record
ord-2e4f3acb56844b788fbd82e0e139de17
Source dataset
uspto-grants-1992_09
Patent number
US05144045

Reaction notes

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