Nitric Acid → 4-Chloro-3,5-dinitrobenzotrifluoride

HRID 839529Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[N+:15]([O-])([OH:17])=[O:16].S(=O)(=O)=O.S(=O)(=O)(O)O>>[Cl:1][C:2]1[C:7]([N+:15]([O-:17])=[O:16])=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Participants

Reactant 4

HCID 944Nitric Acid

HCID 1118Sulfuric Acid

HCID 84624-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotoluene

HCID 24682Sulfur trioxide

Product 1

HCID 98094-Chloro-3,5-dinitrobenzotrifluoride

Procedure

dinitrating said 4-chloro-3-nitrobenzotrifluoride organic layer with a fresh acid mixture of nitric acid, sulfur trioxide, and sulfuric acid to form 4-chloro-3,5-dinitrobenzotrifluoride product, and a partially spent acid mixture containing a portion of said product dissolved therein, said fresh acid mixture containing sufficient nitric acid to effect said nitration and to provide for said mononitration upon recycling of said partially spent acid mixture back to step (a),

Sources & evidence

ORD record: ord-a2644fdb724a41459ad7c33c96f75cb8
Source dataset: uspto-grants-1978_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04096195

Reaction notes

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