Benzene → Phenyl isocyanate

HRID 1576124Notes

Reaction equation

HRID 1576124 reaction equation
[N:1]([C:3]1C=CC=CC=1)=O.[Br-].[Al+3].[Br-].[Br-].[C]=[O:14].[CH:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>[Rh]>[C:15]1([N:1]=[C:3]=[O:14])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 11473NitrosobenzeneHCID 166749BromhydrolHCID 178418416HCID 178418416, compound

Product 1

HCID 7672Phenyl isocyanate

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Conditions

Temperature
190 °C

Procedure

The procedure of Example 14 is repeated using 12.3 parts of nitrosobenzene, 80 parts of benzene, 5 parts of rhodium on carbon and 1.41 parts of aluminum bromide. After carbon monoxide is introduced to a pressure of 3,000 p.s.i., the pressure vessel is heated at 190°C. for 5 hours. Phenyl isocyanate is obtained.

Sources & evidence

ORD record
ord-7a38bf49e85c40d3bda7ea9c82047822
Source dataset
uspto-grants-1976_09
Patent number
US03979427

Reaction notes

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