Toluene → Dibutyl-zinn [German]

HRID 1657127Notes

Reaction equation

HRID 1657127 reaction equation
[CH2:1]([Sn:5](=O)[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].SCC(O)CO.C1(C)C=CC=CC=1>O>[CH2:1]([Sn:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 1140TolueneHCID 7291ThioglycerolHCID 61221Dibutyltin oxide

Product 1

HCID 6484Dibutyl-zinn [German]Yield 99.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 24.99 (0.10 mole) dibutyltin oxide, 21.6g (0.20 mole) 3-mercapto-1,2-propanediol and 300 ml toluene were charged to a round-bottom glass reaction flask fitted with a mechanical stirrer, thermocouple and a reflux condenser with a Dean-Stark water trap. The mixture was heated to reflux temperature, with agitation, and continued at reflux until a clear homogeneous solution formed and all water of reaction was collected in the trap. Removal of the toluene (flash evaporator) yielded 44.5g (99.5% yield) of dibutyltin-bis-(2,3-dihydroxypropylmercaptide), a straw-colored viscous liquid.

Workup

  1. additionwere charged to a round-bottom glass reaction flask
  2. customfitted with a mechanical stirrer
  3. temperatureThe mixture was heated
  4. temperatureto reflux temperature
  5. temperatureat reflux until a clear homogeneous solution
  6. customformed
  7. customwas collected in the trap
  8. customRemoval of the toluene (flash evaporator)

Sources & evidence

ORD record
ord-774ebb7d6def4761b73ab82a050bf11b
Source dataset
uspto-grants-1993_10
Patent number
US05256704

Reaction notes

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