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9,10-Anthracenedione, 1,2-dinitro- → 9,10-Anthracenedione, 1,5-dinitro-

HRID 236849
Notes
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Reaction equation

HRID 236849 reaction equation
[N+]([C:4]1[CH:17]=[CH:16][C:15]2[C:14](=[O:18])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:19])[C:6]=2[C:5]=1[N+:20]([O-:22])=[O:21])([O-])=O.[N+:23](C1C2C(=O)C3C(=CC=CC=3[N+]([O-])=O)C(=O)C=2C=CC=1)([O-:25])=[O:24]>[N+]([O-])(O)=O>[N+:20]([C:5]1[C:6]2[C:7](=[O:19])[C:8]3[C:13](=[C:12]([N+:23]([O-:25])=[O:24])[CH:11]=[CH:10][CH:9]=3)[C:14](=[O:18])[C:15]=2[CH:16]=[CH:17][CH:4]=1)([O-:22])=[O:21]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 425969,10-Anthracenedione, 1,2-dinitro-HCID 672101,8-Dinitro-9,10-anthraquinone

Product 1

HCID 67059,10-Anthracenedione, 1,5-dinitro-

Reagents, catalysts & solvents 1

HCID 944Nitric AcidSolvent2×

Procedure

y<50: Nitric acid ratio in the mixed acid is too low, where leaching of dinitroanthraquinone isomers soluble in nitric acid, including 1,8-dinitroanthraquinone, is not sufficient thus failing to obtain 1,5-dinitroanthraquinone of a high purity.

Sources & evidence

ORD record
ord-61460621142f4cf3a77b5772122524c8
Source dataset
uspto-grants-1979_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04158009

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes