Isophorone → 3,5-Dimethylphenol

HRID 1740547Notes

Reaction equation

HRID 1740547 reaction equation
[O:1]=[C:2]1[CH2:9][C:6](C)([CH3:7])[CH2:5][C:4]([CH3:10])=[CH:3]1.CC1C=C(O)C=C(C)C=1.O=C1CC(C)(C)CC(C)=C1>>[CH3:10][C:4]1[CH:3]=[C:2]([OH:1])[CH:9]=[C:6]([CH3:7])[CH:5]=1

Participants

3

Reactant 2

HCID 6544IsophoroneHCID 86754651HCID 86754651, compound

Product 1

HCID 79483,5-Dimethylphenol

Procedure

Such high isophorone concentration in the crude product proves to be a great disadvantage when, in a further step, the crude 3,5-dimethylphenol is purified by means of crystallization. The isophorone passes on into the mother liquor which is rectified to obtain the 3,5-dimrethylphenol contained therein. Since isophorone and 3,5-dimethylphenol form an azeotrope, the presence of isophorone reduces the yield of distillation. In order to avoid a reduction in yield, the 3,5-dimethylphenol/isophorone fraction has to undergo special treatment. After leaching and distillation, 3,5-dimethylphenol is obtained with a purity of 96% purity. The yield of 3,5-dimethylphenol from this process fluctuates between 55 and 60% with reference to the amount of isophorone used.

Workup

  1. distillationthe yield of distillation
  2. customin yield
  3. distillationdistillation

Sources & evidence

ORD record
ord-3cb34e69c8db4066af7c00502facaf3d
Source dataset
uspto-grants-1999_10
Patent number
US05969196

Reaction notes

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