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Structural formula
Structural formula of 1-nitronaphthalene
Surname 1-nitronaphthalene
other names
  • α-nitronaphthalene
  • 1-NN
Molecular formula C 10 H 7 NO 2
Brief description

yellow crystals with an aromatic odor

External identifiers / databases
CAS number 86-57-7
EC number 201-684-5
ECHA InfoCard 100.001.531
PubChem 6849
Wikidata Q14848739
Molar mass 173.17 g mol −1
Physical state



1.31 g cm −3

Melting point

60 ° C

boiling point

304 ° C


practically insoluble in water (22 mg / l)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 06 - Toxic or very toxic


H and P phrases H: 228-301
P: 210-301 + 310
Toxicological data

120 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1-Nitronaphthalene is a chemical compound from the group of aromatic nitro compounds . It is a yellow solid with an aromatic odor.


1-Nitronaphthalene occurs in low concentrations in diesel engine exhaust gases.

Extraction and presentation

The technical preparation of 1-nitronaphthalene is done by nitration of naphthalene with mixed acid , a mixture of nitric and sulfuric acid , at temperatures of 50-60 ° C.

Nitration of naphthalene with a mixture of nitric and sulfuric acid (nitrating acid) to 1-nitronaphthalene as the main product

It works discontinuously in a stirred tank and lets the nitrating acid flow into the naphthalene. The crude product mixture contains about 90-95% 1-nitronaphthalene and only small amounts of 2-nitronaphthalene (~ 5%). It is separated by vacuum distillation and can be further purified by recrystallization .


1-Nitronaphthalene is used in the production of naphthylamines (for example 1-naphthylamine ), dyes (especially azo dyes ) and pesticides .

safety instructions

1-Nitronaphthalene dusts can form explosive mixtures with air. There is a suspicion that 1-nitronaphthalene has a carcinogenic potential.

Web links

Individual evidence

  1. a b c d e f g Entry on 1-nitronaphthalene in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. ^ A b Laboratory for Environmental Analyzes Bremen: Occupational and Environmental Medical Analyzes ( Memento from August 29, 2013 in the Internet Archive ), accessed on March 29, 2013 (PDF; 498 kB).
  3. ↑ Analysis of diesel residues by the WHO (PDF; 79 kB).
  4. ^ A b C. Parameshwara Murthy, Syed Fazal Mehdi Ali, Pramod Kumar Dubey, D. Ashok: University Chemistry Vol. 2 . New Age International Publisher Ltd., 1996, ISBN 81-224-0955-5 , pp. 229 ( limited preview in Google Book search).
  5. a b Gerald Booth: Naphthalene Derivatives. In: Ullmann's Encyclopedia of Industrial Chemistry . Wiley ‐ VCH Verlag GmbH & Co. KGaA., June 15, 2000, p. 25, doi : 10.1002 / 14356007.a17_009 .