Azanylidyneoxidanium → Phenol

HRID 2057362Notes

Reaction equation

HRID 2057362 reaction equation
N#[O+:2].[O-]O.[C:5]1([CH:11]([CH3:13])[CH3:12])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>>[C:5]1([OH:2])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:13][C:11]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[CH2:12].[C:11]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:2])[CH3:13].[CH3:12][C:11]([OH:2])([CH3:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 2

HCID 84878AzanylidyneoxidaniumHCID 53627471Cumen hydroperoxide

Product 4

HCID 996PhenolHCID 7407Alpha-MethylstyreneHCID 7410AcetophenoneHCID 120532-Phenyl-2-propanol

Procedure

In this example 0.01 g. (455 ppm.) of nitrosonium hexachlorostibnate was added to the cumene hydroperoxide. The temperature rose to a maximum temperature of 90° C. and after five minutes the products were removed for analysis. The reaction resulted in a selectivity of 84 percent to phenol, 13 percent to alpha-methylstyrene, 3 percent to acetophenone and one percent to dimethylbenzyl alcohol.

Workup

  1. customthe products were removed for analysis

Sources & evidence

ORD record
ord-c01b5d1a262e4310a9af530f0269440c
Source dataset
uspto-grants-1980_07
Patent number
US04210607

Reaction notes

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