Sulfuric Acid → HCID 19814577, compound

HRID 466774Notes

Reaction equation

HRID 466774 reaction equation
[CH3:1][C:2]([O:6][OH:7])([CH:4]=[CH2:5])[CH3:3].[CH3:8][C:9](O)([CH:11]=[CH2:12])[CH3:10].S(=O)(=O)(O)O.CCCCCC>O>[CH3:1][C:2]([O:6][O:7][C:9]([CH3:10])([CH:11]=[CH2:12])[CH3:8])([CH:4]=[CH2:5])[CH3:3]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 8058HexaneHCID 82572-Methyl-3-buten-2-olHCID 11789140Hydroperoxide, 1,1-dimethyl-2-propenyl

Product 1

HCID 19814577HCID 19814577, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
30 °C

Procedure

A mixture of 21.0 g of 2-methyl-3-buten-2-yl hydroperoxide and 17.2 g of 2-methyl-3-buten-2-ol was added, with stirring, to 80 g of a solution of 40% by weight-sulphuric acid in water over a period of 30 minutes and at a temperature of 20° C. Subsequently, the reaction mixture was stirred for 4 hours at 30° C. After the mixture had been cooled 50 ml of water and 50 ml of hexane were added. The organic phase was separated and washed with aqueous sodium hydroxide and, finally, with water. After the hexane had been distilled off under reduced pressure 22.5 g of colourless liquid were obtained. This liquid was then purified by fractional distillation, which resulted in 11.3 g of colourless liquid having a peroxide 2 content determined by G.L.C. of 75%.

Workup

  1. additionwas added
  2. additionwere added
  3. customThe organic phase was separated
  4. washwashed with aqueous sodium hydroxide
  5. distillationAfter the hexane had been distilled off under reduced pressure 22.5 g of colourless liquid
  6. customwere obtained
  7. distillationThis liquid was then purified by fractional distillation, which

Sources & evidence

ORD record
ord-bf76e5afe17c4a8e96d785bd93f0921c
Source dataset
uspto-grants-1992_10
Patent number
US05157087

Reaction notes

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