Oxygen → Cumen hydroperoxide

HRID 850718Notes

Reaction equation

C1(O)C=CC=CC=1.[C:8]1([CH:14]([CH3:16])[CH3:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+].[O:23]=[O:24]>>[O-:23][OH:24].[C:8]1([CH:14]([CH3:16])[CH3:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Reactant 4

HCID 977Oxygen

HCID 996Phenol

HCID 7406Cumene

HCID 10340Sodium Carbonate

Product 1

HCID 53627471Cumen hydroperoxide

Procedure

Manufacture of phenol is a two-step process, first reacting cumene and sodium carbonate with oxygen in air to produce a cumene hydroperoxide. The crude hydroperoxide and a dilute acid are fed to a cleavage reactor, which produces phenol and an acetone by-product. The phenol is distilled and purified. Cumene from the first reactor is recycled back to the process.

Sources & evidence

ORD record: ord-bf1f0faa421548ce8143aa9be9b57750
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06018060

Reaction notes

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