Hydrogen Peroxide → P-Cresol

HRID 434422Notes

Reaction equation

HRID 434422 reaction equation
[OH:1]P(O)(O)=O.[C:6]1([CH3:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:13][C:14]([CH2:16][CH:17]([CH3:19])[CH3:18])=[O:15].OO>O>[C:6]1([CH3:12])[C:11]([OH:15])=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH:16]1[C:14]([OH:15])=[CH:13][CH:6]=[CH:18][C:17]=1[CH3:19].[CH:8]1[C:9]([OH:1])=[CH:10][CH:11]=[C:6]([CH3:12])[CH:7]=1

Participants

8

Reactant 4

HCID 784Hydrogen PeroxideHCID 1004Phosphoric AcidHCID 1140TolueneHCID 7909Methyl Isobutyl Ketone

Product 3

HCID 335O-CresolYield 14.5%HCID 342M-CresolYield 10.8%HCID 2879P-CresolYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of the same catalyst as in Example 16, previously treated with H3PO4 and fired at 550° C., are placed in a 500-ml reactor together with 75 mls of toluene, 50 mls of methylisobutyl ketone and 20 mls of water. There are added 10 mls of 35% H2O2. There are obtained 0.712 g of ortho-cresol (=14.5%), 0.53 g of meta-cresol (10.8%) and 3.7 g of para-cresol (=75%), with a yield relative to H2O2 of 45%.

Workup

  1. customfired at 550° C.

Sources & evidence

ORD record
ord-c9334e8e04564218b9cb4e973019b96a
Source dataset
uspto-grants-1983_08
Patent number
US04396783

Reaction notes

Loading…