Oxygen → 4-Nitrophenol

HRID 704488Notes

Reaction equation

HRID 704488 reaction equation
O=O.[N+](C1C=CC(Cl)=CC=1)([O-])=O.[N+:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH3:24])=[CH:18][CH:17]=1)([O-:15])=[O:14]>>[N+:13]([C:16]1[CH:17]=[CH:18][C:19]([O:22][CH2:23][CH3:24])=[CH:20][CH:21]=1)([O-:15])=[O:14].[CH:17]1[C:16]([N+:13]([O-:15])=[O:14])=[CH:21][CH:20]=[C:19]([OH:22])[CH:18]=1

Participants

5

Reactant 3

HCID 977OxygenHCID 74741-Chloro-4-nitrobenzene2×HCID 74951-Ethoxy-4-nitrobenzene2×

Product 2

HCID 9804-NitrophenolHCID 74951-Ethoxy-4-nitrobenzene

Procedure

In Example 1, the reactor headspace contained less than 3 mol % oxygen. In Example 1, the conversion of p-nitrochlorobenzene is 94.7% in eight hours, whereas in Example 2 the conversion of p-nitrochlorobenzene is only 70% in eight hours. In Example 1, the yield of p-nitrophenetole was 95.3%, whereas in Example 2 the yield of p-nitrophenetole is 93.5%. Also, for every 100 parts of p-nitrophenetole produced in accordance with Example 1, 3.5 parts of p-nitrophenol by-product was produced. On the other hand, for every 100 parts of p-nitrophenetole produced in Example 2, 4.0 parts of p-nitrophenol by-product is produced.

Workup

  1. customin eight hours
  2. customin eight hours

Sources & evidence

ORD record
ord-c7560f5cee6e4f3f99e8a3cd00ad77f2
Source dataset
uspto-grants-1991_01
Patent number
US04987266

Reaction notes

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