Naphthalene → Dinitronaphthalene

HRID 1582789

Reaction equation

HRID 1582789 reaction equation
C1C2C(=CC=CC=2)C=CC=1.[N+:11]([C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1)([O-:13])=[O:12].[N+:24]([O-])([OH:26])=[O:25].ClC(Cl)C>>[N+:24]([C:15]1[CH:16]=[CH:17][C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:14]=1[N+:11]([O-:13])=[O:12])([O-:26])=[O:25]

Participants

5

Reactant 4

HCID 931NaphthaleneHCID 944Nitric AcidHCID 63651,1-DichloroethaneHCID 68491-Nitronaphthalene

Product 1

HCID 612684Dinitronaphthalene

Procedure

DE-OS-24 53 529 describes the production of dinitronaphthalenes by nitration of naphthalene or 1-nitronaphthalene with nitric acid in an organic solvent, e.g., dichloroethane, with the azeotropic removal of the water of reaction. This process yields dinitronaphthalene in high yields, but without influencing the isomer ratio.

Workup

  1. customwith the azeotropic removal of the water of reaction

Sources & evidence

ORD record
ord-32cfb4386c9b4e14a772e9df593bf981
Source dataset
uspto-grants-2004_05
Patent number
US06737554B2

Linked notes

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