Toluene → 2,5-Cyclohexadiene-1,4-dione, 2-phenyl-

HRID 1030815Notes

Reaction equation

HRID 1030815 reaction equation
[C:1]1([C:7]2[CH:13]=[C:12]([OH:14])[CH:11]=[CH:10][C:8]=2[OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C)C=CC=CC=1>C(O)(=O)C>[C:1]1([C:7]2[C:8](=[O:9])[CH:10]=[CH:11][C:12](=[O:14])[CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 14116Biphenyl-2,5-diol

Product 1

HCID 96882,5-Cyclohexadiene-1,4-dione, 2-phenyl-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The procedure described in Example 3 is repeated using 3.8 g (0.02 mole) of phenylhydroquinone as the aromatic diol reactant and 10 mL toluene and 40 mL acetic acid as the solvent. The yield of phenyl-p-benzoquinone obtained is 60%.

Sources & evidence

ORD record
ord-2af8b8ce85104f3a8b26a6ebe9c4fc84
Source dataset
uspto-grants-1992_04
Patent number
US05107003

Reaction notes

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