1-Butanol → Bis(dibutylchlorotin) Phosphate

HRID 1106283Notes

Reaction equation

HRID 1106283 reaction equation
[CH2:1]([Sn:5](Cl)([Cl:10])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].C(O)CCC.O.O.[P:19]([O-:23])([O-:22])([O-:21])=[O:20].[Na+].[Na+].[Na+]>O>[P:19]([OH:23])([O-:22])([O-:21])=[O:20].[CH2:1]([Sn+:5]([CH2:6][CH2:7][CH2:8][CH3:9])[Cl:10])[CH2:2][CH2:3][CH3:4].[CH2:1]([Sn+:5]([CH2:6][CH2:7][CH2:8][CH3:9])[Cl:10])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 2631-ButanolHCID 12688Dibutyltin dichlorideHCID 18623014Trisodium;phosphate;dihydrate

Product 1

HCID 20553860Bis(dibutylchlorotin) Phosphate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A glass reactor was charged with 91.1 g (0.3 mole) dibutyltin dichloride, 200 cc n-butanol, 50 cc water and 27.3 g (0.15 mole) dibasic sodium phosphate dihydrate. The resultant mixture was heated under a nitrogen atmosphere and the water removed by azeotropic distillation until the vapor temperature reached 117° C. The reaction mixture was then filtered and the liquid phase was concentrated under reduced pressure. The liquid residue solidified upon standing and weighed 83 g. The product was found to contain 34.60% tin, 11.18% chlorine and 4.42% phosphorus. The calculated values for these elements in the expected product are 37.53% tin, 11.21% chlorine and 4.90% phosphorus.

Workup

  1. customthe water removed by azeotropic distillation until the vapor temperature
  2. customreached 117° C
  3. filtrationThe reaction mixture was then filtered
  4. concentrationthe liquid phase was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7624373b99824b889b3cf0d978fd40db
Source dataset
uspto-grants-1982_01
Patent number
US04312959

Reaction notes

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