Phenol → Phenol

HRID 21852

Reaktionsgleichung

Reaktionsgleichung von HRID 21852
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CC2C=CC=CC=2)C=CC=CC=1.[PH2](O)=O.[C:24](Cl)(Cl)=[O:25].[C:28](Cl)([Cl:30])=[O:29].[C:32]1([OH:38])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[C:24](=[O:25])([O:38][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:1]1([O:7][C:28]([Cl:30])=[O:29])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

8

Edukt 5

HCID 996PhenolHCID 6371PhosgeneHCID 7580DiphenylmethaneHCID 4124402Phosphinic AcidHCID 86748739Phosgene phenol

Produkt 3

HCID 996PhenolHCID 7597Diphenyl carbonateHCID 15891Phenyl chloroformate

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

The reactor of Example 1 is charged with phenol (319.0 g, 3.390 mol), diphenylmethane as an internal GC standard (3.0723 g), and 50 weight percent hypophosphorous acid (7.046 g). Phosgene (64.6 g, 0.65 mol) is passed into the reactor for 90 min. Phosgene/phenol molar ratio is 0.19. After heating at 120° C. an additional 4 hr the reactor is cooled to ambient temperature. Analysis by GC yields diphenyl carbonate (29.1 mmol), phenylchloroformate (156.7 mmol) and phenol (2.96 mol). Selectivity to phenylchloroformate is 36 mole percent based on phenol, 24 mole percent based on phosgene. Part of the phenol is consumed in a reaction with hypophosphorous acid to yield triphenyl phosphate.

Aufarbeitung

  1. temperatureis cooled to ambient temperature

Quellen und Nachweise

ORD-Eintrag
ord-076d81faa0854800bc12fb85d8d57f50
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424473

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