Phenol → 2-Phenyl-2-propanol

HRID 888541Notes

Reaction equation

HRID 888541 reaction equation
[C:1]1([CH:7]([CH3:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O-]O.C1(C(C)C)C=CC=CC=1.C1([OH:27])C=CC=CC=1>CC(C)=O>[CH3:8][C:7]([OH:27])([CH3:9])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 7406CumeneHCID 53627471Cumen hydroperoxide2×

Product 1

HCID 120532-Phenyl-2-propanol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The dominant method for producing phenol and acetone is via air oxidation of cumene to cumene hydroperoxide (CHP), followed by acid catalyzed decomposition of the CHP selectively to phenol and acetone. Dimethylbenzyl alcohol (DMBA) is formed as the principal side product in the oxidation step, and is subsequently dehydrated to alpha-methyl styrene (AMS) in the same acid catalyzed decomposition step.

Sources & evidence

ORD record
ord-4d402477763d4231a1c9e7b1e548a0c5
Source dataset
uspto-grants-2012_08
Patent number
US08247616B1

Reaction notes

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