Hydrogen Peroxide → 2-Methylprop-2-ene-1-sulfonic acid

HRID 247737Notes

Reaction equation

HRID 247737 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[OH-].[Na+].[CH2:10]([S:14]([O-:17])(=[O:16])=[O:15])[C:11](=[CH2:13])[CH3:12].[Na+].OO.S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+]>O>[C:1]([OH:6])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:15])=[O:5].[CH2:10]([S:14]([OH:17])(=[O:16])=[O:15])[C:11](=[CH2:12])[CH3:13]

Participants

8

Reactant 5

HCID 784Hydrogen Peroxide2×HCID 7923Maleic AnhydrideHCID 14798Sodium Hydroxide2×HCID 62655Sodium PersulfateHCID 23663624Sodium 2-methylprop-2-ene-1-sulfonate

Product 2

HCID 738002-Methylprop-2-ene-1-sulfonic acidHCID 444266Maleic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

196 g (2 mol) of maleic anhydride and 150 g of ion-exchanged water were placed in a four-necked flask fitted with the same devices as in Example 1. 117 g (1.4 mol) of 48% sodium hydroxide was added thereto under stirring to neutralize the same. 94.8 g (0.6 mol) of sodium methallylsulfonate was added thereto and the temperature was elevated to a reflux temperature. Thereafter, 68 g of a 60% hydrogen peroxide solution was added dropwise thereto over 2 h. After aging for 1 h, 47 g of 30% sodium persulfate and 57 g of a 60% aqueous hydrogen peroxide solution were added dropwise thereto over 3 h. Simultaneously 50 g (0.6 mol) of 48% NaOH was added dropwise over 2 h. After aging under reflux for 2 h, the reaction mixture was cooled to obtain a copolymer of maleic acid and methallylsulfonic acid (molar ratio of 100/30).

Workup

  1. customfitted with the same devices as in Example 1
  2. waitAfter aging for 1 h
  3. waitover 3 h
  4. temperatureunder reflux for 2 h
  5. temperaturethe reaction mixture was cooled

Sources & evidence

ORD record
ord-26d776ce7c2a4674907ca2e41af3c73e
Source dataset
uspto-grants-1987_11
Patent number
US04709091

Reaction notes

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