Hydrogen Peroxide → HCID 14574134, compound

HRID 2352143Notes

Reaction equation

HRID 2352143 reaction equation
[CH2:1]([CH:8]([CH2:13][C:14]([OH:16])=[O:15])[CH2:9][C:10](O)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].CS(O)(=O)=[O:19].[OH:22][OH:23]>>[CH2:1]([CH:8]([CH2:13][C:14]([O:16][OH:19])=[O:15])[CH2:9][C:10]([O:22][OH:23])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 6395Methanesulfonic AcidHCID 14574131HCID 14574131, compound

Product 1

HCID 14574134HCID 14574134, compound

Conditions

Temperature
10 °C

Procedure

β-n-heptylglutaric acid (85 g, 0.36 mol) was added to an 800 ml beaker along with 98% methansulfonic acid (176 g, 1.84 mol) and the mixture was cooled to 10° C. 70% hydrogen peroxide was added slowly with constant stirring to maintain a reaction temperature of about 30° C. After the addition was complete, the solution was stirred at room temperature for 2 hours. Work-up as described for the alkyldiperoxyadipic acids provided β-n-heptyldiperoxyglutaric acid as an oil which solidified upon cooling to 0° C. but was found on rewarming to have a melting point of 19°-22° C. (yield 93 g; %AvO=10.7, theory=12.2; HPLC, C18ODS column, 67% methanol, retention time: 6.3 minutes, diperoxyacid, relative peak area 87%, 7.6 minutes, monoperoxyacid, relative peak area 13%.).

Workup

  1. temperatureto maintain a reaction temperature of about 30° C
  2. additionAfter the addition
  3. stirringthe solution was stirred at room temperature for 2 hours

Sources & evidence

ORD record
ord-f2ba73da57044f4f82b6d41a0f8dc827
Source dataset
uspto-grants-1989_10
Patent number
US04876046

Reaction notes

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