Benzene → Phenyl isocyanate

HRID 1576126Notes

Reaction equation

HRID 1576126 reaction equation
[N:1]([C:3]1C=CC=CC=1)=O.[Cl-].[Al+3].[Cl-].[Cl-].[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 6451240Aluminum(III) ChlorideHCID 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 0.75 part of aluminum chloride. 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-1966b5e4b1f14a1da17b9272c4bf0e17
Source dataset
uspto-grants-1976_09
Patent number
US03979427

Reaction notes

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