Nitric Acid → 4-Nitrotoluene

HRID 745139Notes

Reaction equation

HRID 745139 reaction equation
[N+:1]([O-:4])(O)=[O:2].[N+]([C:8]1[C:9]([N+]([O-])=O)=[C:10]([CH3:14])[CH:11]=[CH:12][CH:13]=1)([O-])=O>C1(C)C=CC=CC=1>[N+:1]([C:13]1[CH:12]=[CH:11][C:10]([CH3:14])=[CH:9][CH:8]=1)([O-:4])=[O:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 117612,3-Dinitrotoluene

Product 1

HCID 74734-Nitrotoluene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Commercially, nitroaromatics, and particularly dinitrotoluene, are produced by the mixed acid nitration of toluene, the mixed acid being a mixture of concentrated sulfuric and concentrated nitric acid. In the production of dinitrotoluene process, for example, toluene is first nitrated to form mononitrotoluene and then separated from the spent acid aqueous phase. The crude mononitrotoluene is then dinitrated with fresh acid in a second nitration stage. As is known the dinitrotoluene product recovered from the dinitration reactor contains impurities, primarily nitrophenolics, such as nitrocresol and picric acid.

Sources & evidence

ORD record
ord-006c4635e1e645ea87dc4f7c31f23f01
Source dataset
uspto-grants-1986_07
Patent number
US04597875

Reaction notes

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