Hydrogen Peroxide → HCID 85565303, compound

HRID 845355Notes

Reaction equation

HRID 845355 reaction equation
S(=O)(=O)(O)[OH:2].[OH:6][OH:7].[S:8]([CH2:15][C:16]([OH:18])=[O:17])([CH2:11][C:12](O)=[O:13])(=[O:10])=[O:9].C(Cl)Cl>O>[S:8]([CH2:15][C:16]([O:18][OH:2])=[O:17])([CH2:11][C:12](=[O:13])[O:6][OH:7])(=[O:10])=[O:9]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric Acid2×HCID 6344Dichloromethane2×HCID 261524Sulfonyldiacetic acid

Product 1

HCID 85565303HCID 85565303, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of 16.32 mL of 90% aqueous hydrogen peroxide (0.6 mole), 2.3 mL of deionized water and 18.17 mL of 95.5% sulfuric acid was formed in a 150 mL beaker equipped with an ice bath, alcohol thermometer and mechanical stirrer. The water and sulfuric acid were added sequentially to the H2O2 with cooling and stirring to hold the temperature of the mixture to about 25° C. This mixture was added to 18.215 g (0.1 mole) of sulfonyldiacetic acid in admixture with 100 mL of methylene chloride without cooling over a period of about 8 minutes with agitation. The resulting combination formed two liquid phases and one solid phase. Agitation of this mixture was continued for three hours with the temperature in the range of 20°-22° C. under cover to reduce loss of methylene chloride. The mixture was then cooled to about 5° C. and diluted with 18 mL of deionized water added gradually with stirring and cooling. The solids were collected, reslurried with methylene chloride and treated with 80 mL of 6% aqueous sodium bicarbonate. The solids were collected and similarly treated with another 40 mL of 6% NaHCO3 resulting in a final pH of about 4. The recovered solids appeared reduced by the reslurry operations and were combined with 2.91 g of dry powdered boric acid. The mixed solids were dried to constant weight (5.24 g) and found to have an active oxygen content of 5.03%.

Workup

  1. custombeaker equipped with an ice bath
  2. temperaturewith cooling
  3. customto about 25° C
  4. temperaturewithout cooling over a period of about 8 minutes with agitation
  5. customThe resulting combination formed two liquid phases and one solid phase
  6. additionadded gradually
  7. stirringwith stirring
  8. temperaturecooling
  9. customThe solids were collected
  10. additiontreated with 80 mL of 6% aqueous sodium bicarbonate
  11. customThe solids were collected
  12. additionsimilarly treated with another 40 mL of 6% NaHCO3 resulting in a final pH of about 4
  13. customThe mixed solids were dried to constant weight (5.24 g)

Sources & evidence

ORD record
ord-538ec0e5281848269fe500fa43638394
Source dataset
uspto-grants-1988_07
Patent number
US04758369

Reaction notes

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