Maleic Anhydride → 78-04-6

HRID 2083197Notes

Reaction equation

HRID 2083197 reaction equation
[CH2:1]([Sn:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[C:11]1(=[O:17])[O:16][C:14](=[O:15])[CH:13]=[CH:12]1.[Sn]>O>[C:11]([O-:16])(=[O:17])/[CH:12]=[CH:13]\[C:14]([O-:10])=[O:15].[CH2:1]([Sn+2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 7923Maleic Anhydride3×HCID 61221Dibutyltin oxide3×HCID 5352426Tin atom2×

Product 1

HCID 990625178-04-6

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

The foregoing procedure was repeated using 124.35 g. (0.5 mole) of di-n-butyltin oxide and 24.5 g. (0.25 mole) of maleic anhydride with 100 cc. water as the reaction medium. In this instance the water and maleic anhydride were combined and heated to 50° C. to dissolve the anhydride. The solution was then cooled to 30° C., at which time the di-n-butyltin oxide was added. The resultant mixture was then heated to the boiling point (98° C.) and maintained at that temperature for 2 hours with stirring. The liquid phase was decanted and the solid washed with 200 cc. of water. The dried solid weighed 148.85 g. (98.5% of theoretical yield) and was found to contain 33.3% by weight of tin. The theoretical tin content for the reaction product of di-n-butyltin oxide and maleic anhydride in a 2:1 molar ratio, respectively is 34.0% by weight.

Workup

  1. additionwas added
  2. temperaturemaintained at that temperature for 2 hours
  3. customThe liquid phase was decanted
  4. washthe solid washed with 200 cc
  5. custom(98.5% of theoretical yield)

Sources & evidence

ORD record
ord-892f408d82314589b968e22020697fcf
Source dataset
uspto-grants-1978_04
Patent number
US04085077

Reaction notes

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