Sodium Hydroxide → Bis(tributyltin) oxide

HRID 1073336Notes

Reaction equation

HRID 1073336 reaction equation
[OH-:1].[Na+].[CH2:3]([Sn:7](Cl)([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH2:10][CH3:11])[CH2:4][CH2:5][CH3:6]>>[CH3:6][CH2:5][CH2:4][CH2:3][Sn:7]([O:1][Sn:7]([CH2:8][CH2:9][CH2:10][CH3:11])([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:3][CH2:4][CH2:5][CH3:6])([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH2:10][CH3:11]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 15096Tributyltin Chloride

Product 1

HCID 16682746Bis(tributyltin) oxide

Conditions

Temperature
50 °C

Procedure

A four-necked flask equipped with an overflow nozzle on the side wall was provided with a stirrer, a thermometer and a reflux condenser. To the flask were continously fed 3,850 g of a 20% aqueous solution of sodium hydroxide and 1,990 g of tri-n-butyltin chloride containing 4.8% di-n-butyltin dichloride, with stirring and heating at 50° C., to perform hydrolysis for 30 minutes. The resulting reaction mixture overflowed was allowed to stand. As a result, the contents split into three distinct phases, i.e., an upper bis(tri-n-butyltin) oxide phase, an intermediate aqueous phase containing a salt, and a lower di-n-butyltin oxide phase containing 48% bis(tri-n-butyltin) oxide. The di-n-butyltin oxide had an average particle diameter of 30 μm. The specific gravities of the upper, intermediate and lower phases were 1.1, 1.2 and 1.3, respectively. The three phases were separated from one another. The upper phase was dehydrated under reduced pressure, and then a small amount of a salt which had separated out was removed by filtration, thereby obtaining 1,629 g of bis(tri-n-butyltin) oxide. Hydrochloric acid titration revealed that its purity was 98.5%, and its theoretical yield based on the starting material was 89.4%.

Workup

  1. customA four-necked flask equipped with an overflow nozzle on the side wall
  2. customwas provided with a stirrer
  3. customhydrolysis for 30 minutes
  4. customThe resulting reaction mixture
  5. customAs a result, the contents split into three distinct phases, i.e.
  6. additionan upper bis(tri-n-butyltin) oxide phase, an intermediate aqueous phase containing a salt
  7. additiona lower di-n-butyltin oxide phase containing 48% bis(tri-n-butyltin) oxide
  8. customThe three phases were separated from one another
  9. customa small amount of a salt which had separated out
  10. customwas removed by filtration

Sources & evidence

ORD record
ord-884e1901b7764dd185ca7c69ba855014
Source dataset
uspto-grants-1990_11
Patent number
US04968823

Reaction notes

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