Hydrogen Peroxide → 2,6-Dimethylhydroquinone

HRID 1678938Notes

Reaction equation

HRID 1678938 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.CC(C1C=CC=CC=1)=[O:12].OO.S(=O)(=O)(O)O.CC1C=C(C)C=C(O)C=1O>>[CH3:8][C:6]1[CH:5]=[C:4]([OH:9])[CH:3]=[C:2]([CH3:1])[C:7]=1[OH:12]

Participants

6

Reactant 5

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 7410AcetophenoneHCID 79483,5-DimethylphenolHCID 177373,5-Dimethylbenzene-1,2-diol

Product 1

HCID 695602,6-Dimethylhydroquinone

Procedure

In a vessel used in Example 52 were placed 100 g. (819 m. moles) of 3,5-dimethylphenol, 2.64 g. (22.0 m. moles) of methylphenylketone, 1.81 g. (31.9 m. moles) of 60 percent hydrogen peroxide and 0.01 g. of sulfuric acid, and treated at 110° C. for 20 minutes in the same manner as in Example 52. 2.10 g. (15.2 m. moles) of 3,5-dimethylcatechol and 1.04 g. (7.5 m. moles) of 2,6-dimethylhydroquinone were obtained. The yield of the dihydric alkylphenols was 70.9 percent.

Workup

  1. customIn a vessel used in Example 52

Sources & evidence

ORD record
ord-020e51e16b744d56964cb9c4666d4c38
Source dataset
uspto-grants-1978_03
Patent number
US04078006

Reaction notes

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