Acetone → Phenol

HRID 2112380Notes

Reaction equation

[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:14]1([CH:20]([CH3:22])[CH3:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CC(C)=[O:25]>>[C:14]1([CH:20]([CH3:22])[CH3:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[C:1]([O:7][OH:25])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:6])[CH3:2].[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 4

Product 3

HCID 996Phenol

HCID 6629Cumene Hydroperoxide

HCID 7406Cumene

Procedure

The industrial synthesis of phenol comprises the alkylation steps of benzene to cumene, the oxidation of cumene to cumyl hydroperoxide and the subsequent rearrangement to give phenol and acetone.

Sources & evidence

ORD record: ord-b5d3793118d745dbaa419d574d444b6a
Source dataset: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07524788B2

Reaction notes

Loading…