Benzene → Nitric Acid

HRID 1583466Notes

Reaction equation

HRID 1583466 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].P(=O)(O)(O)O.[CH:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>[O-]P(=O)=O.[O-]P(=O)=O.[Ca+2]>[N+:1]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O-:4])=[O:2].[N+:1]([O-:4])([OH:3])=[O:2]

Participants

6

Reactant 3

HCID 241Benzene2×HCID 944Nitric AcidHCID 1004Phosphoric Acid

Product 2

HCID 944Nitric AcidHCID 7416Nitrobenzene

Reagents, catalysts & solvents 1

HCID 16129693Calcium bis(metaphosphate)Catalyst

Procedure

British Pat. No. 586,732 discloses that the gas-phase nitration of benzene with HNO3 or NO2 is carried out with phosphates or a sintered product of phosphoric acid supported on a solid absorbent as catalyst. According to the example, nitrobenzene is obtained by the nitration of benzene with HNO3 with calcium metaphosphate as a catalyst, but the space time yield of nitrobenzene stays at such a low level as about 0.074 kg/liter catalyst.hour under a condition that the HNO3 /benzene molar ratio is 0.364, the temperature is 175° C. and WHSV is 0.176 kg/liter catalyst.hour. The above literature gives no examples with NO2 as a nitrating agent, so that the substantial embodiment of this invention is interpreted as nitration with nitric acid.

Sources & evidence

ORD record
ord-f9195d17c5774b248c7bf2ed659444c0
Source dataset
uspto-grants-1985_11
Patent number
US04551568

Reaction notes

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