Nitric Acid → 1-Nitroanthraquinone

HRID 1077058Notes

Reaction equation

[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][CH:2]=1.[N+:17]([O-])([OH:19])=[O:18]>>[N+:17]([C:8]1[C:7]2[C:6](=[O:16])[C:5]3[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=3)[C:13](=[O:15])[C:12]=2[CH:11]=[CH:10][CH:9]=1)([O-:19])=[O:18]

Participants

Reactant 2

HCID 944Nitric Acid

HCID 6780Anthraquinone

Product 1

HCID 67041-Nitroanthraquinone

Procedure

208 g anthraquinone are nitrated with 2.32 kg of 95 % strength nitric acid (molar ratio 35:1) at 25°C during 1.5 hours. The reaction is stopped by distilling off 1.74 kg of 94 % strength nitric acid (molar fraction 0.73). 1-nitroanthraquinone is obtained after addition of 1.12 kg of 67.5 % strength nitric acid (molar fraction 0.47), filtration at room temperature, washing with 67.5 % strength nitric acid and drying. Thus 199.6 g of 1-nitroanthraquinone are obtained (yield 71 % of theory, purity 90 %)

Workup

distillationby distilling off 1.74 kg of 94 % strength nitric acid (molar fraction 0.73)

Sources & evidence

ORD record: ord-e771b06851764750bc962764ae35028d
Source dataset: uspto-grants-1976_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03959317

Reaction notes

Loading…