1-nitronaphthalene

Structural formula
General
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
EC number	201-684-5
ECHA InfoCard	100.001.531
PubChem	6849
Wikidata	Q14848739
properties
Molar mass	173.17 g mol −1
Physical state	firmly
density	1.31 g cm −3
Melting point	60 ° C
boiling point	304 ° C
solubility	practically insoluble in water (22 mg / l)
safety instructions
H and P phrases	H: 228-301
	P: 210-301 + 310
Toxicological data	120 mg kg −1 ( LD 50 , rat , oral )
	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.

Occurrence

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.

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 .

use

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

Toxicological assessment by the Federal Institute for Occupational Safety and Health : 1-nitronaphthalene

Individual evidence

↑ ^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) .
^ ^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).

↑ Analysis of diesel residues by the WHO (PDF; 79 kB).

^ ^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).

↑ ^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 .

[GESTIS-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) .

[mlhb-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).

[University_Chemistry-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).

[Ullmann-5] 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 .