Hydrogen Peroxide → 2,3,3-Trimethylbutane-2-peroxol

HRID 1957295Notes

Reaction equation

HRID 1957295 reaction equation
[OH:1]O.O.S(=O)(=O)(O)O.[CH3:9][C:10]([OH:16])([CH3:15])[C:11]([CH3:14])([CH3:13])[CH3:12]>ClCCl>[CH3:9][C:10]([O:16][OH:1])([CH3:15])[C:11]([CH3:14])([CH3:13])[CH3:12]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 1118Sulfuric AcidHCID 116762,3,3-Trimethyl-2-butanol

Product 1

HCID 217195842,3,3-Trimethylbutane-2-peroxolYield 91.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 300-ml four-necked flask equipped with a stirrer, thermometer and dropping funnel was charged with 73.7 g of a 50% hydrogen peroxide aqueous solution. Stirring was started, the flask was kept at a temperature below 20° C. by water cooling, and 51.7 g of 98% conc. sulfuric acid was added dropwise to form a mixed acid. While the flask was cooled at a temperature of 0° to 5° C. with an ice bath, with stirring, 40 ml of a dichloromethane solution containing 42.9 g of 1,1,2,2-tetramethylpropyl alcohol which was previously synthesized according to Journal of the American Chemical Society/89:7/Mar. 29, 1967, was slowly added dropwise. At the end of addition, stirring was continued for a further 2 hours. The reaction solution was washed with pure water until the organic layer became neutral. The organic layer was dried over anhydrous sodium sulfate and distilled of the solvent, yielding 47.4 g of 1,1,2,2-tetramethylpropylhydroperoxide having structural formula (2).

Workup

  1. customA 300-ml four-necked flask equipped with a stirrer
  2. additionwas added dropwise
  3. customto form a mixed acid
  4. temperatureWhile the flask was cooled at a temperature of 0° to 5° C. with an ice bath
  5. stirringwith stirring
  6. customwas previously synthesized
  7. addition29, 1967, was slowly added dropwise
  8. additionAt the end of addition
  9. stirringstirring
  10. washThe reaction solution was washed with pure water until the organic layer
  11. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  12. distillationdistilled of the solvent

Sources & evidence

ORD record
ord-5a75598cbeef4b5fb672757f832c58bf
Source dataset
uspto-grants-1998_07
Patent number
US05783647

Reaction notes

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