2-chloro-4-nitroaniline

Structural formula
General
Surname	2-chloro-4-nitroaniline
other names	1-amino-2-chloro-4-nitrobenzene
Molecular formula	C 6 H 5 ClN 2 O 2
Brief description	yellow needles with a faint aromatic odor
External identifiers / databases
EC number	204-502-2
ECHA InfoCard	100.004.094
PubChem	8492
ChemSpider	8179
Wikidata	Q2597946
properties
Molar mass	172.57 g mol −1
Physical state	firmly
density	1.38 g cm −3
Melting point	105-108 ° C
boiling point	decomposes above 320 ° C
solubility	very sparingly soluble in water (0.23 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302-411
	P: 273
Toxicological data	6430 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 .

2-chloro-4-nitroaniline is a chemical compound from the group of nitroanilines . The combustible solid forms yellow needles.

use

At the end of the 1980s, the annual production of 2-chloro-4-nitroaniline in Germany was 1500 tons, of which about 90% was used as an intermediate for the synthesis of azo dyes .

2-Chloro-4-nitroaniline is believed to be formed during the hydrolysis of niclosamide .

literature

Manuel AV Ribeiro da Silva, Luís M. Spencer S. Lima, Luísa MPF Amaral, Ana IMCL Ferreira, José RB Gomes: Standard molar enthalpies of formation, vapor pressures, and enthalpies of sublimation of 2-chloro-4-nitroaniline and 2- chloro-5-nitroaniline . In: The Journal of Chemical Thermodynamics . tape 35 , no. 8 , August 2003, p. 1343-1359 , doi : 10.1016 / S0021-9614 (03) 00109-5 ( PDF ).

Individual evidence

↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-108.
↑ ^a ^b ^c ^d ^e ^f ^g Entry on 2-chloro-4-nitroaniline in the GESTIS substance database of the IFA , accessed on February 14, 2017(JavaScript required) .
↑ Data sheet 2-Chloro-4-nitroaniline, 99% from Sigma-Aldrich , accessed on October 26, 2014 ( PDF ).
↑ Entry on 2-chloro-4-nitroaniline in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ 2-chloro-4-nitroaniline . In: BUA substance report. 43, June 1990, ISBN 3-527-28101-0 .
↑ JJ Espinosa-Aguirre, RE Reyes, C. Cortinas de Nava: Mutagenic activity of 2-chloro-4-nitroaniline and 5-chlorosalicylic acid in Salmonella typhimurium: two possible metabolites of niclosamide. In: Mutation Research . Volume 264, Number 3, November 1991, ISSN 0027-5107 , pp. 139-145, PMID 1944396 .

[1] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-108.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on 2-chloro-4-nitroaniline in the GESTIS substance database of the IFA , accessed on February 14, 2017(JavaScript required) .

[Sigma-3] Data sheet 2-Chloro-4-nitroaniline, 99% from Sigma-Aldrich , accessed on October 26, 2014 ( PDF ).

[CLP_100.004.094-4] Entry on 2-chloro-4-nitroaniline in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[5] 2-chloro-4-nitroaniline . In: BUA substance report. 43, June 1990, ISBN 3-527-28101-0 .

[6] JJ Espinosa-Aguirre, RE Reyes, C. Cortinas de Nava: Mutagenic activity of 2-chloro-4-nitroaniline and 5-chlorosalicylic acid in Salmonella typhimurium: two possible metabolites of niclosamide. In: Mutation Research . Volume 264, Number 3, November 1991, ISSN 0027-5107 , pp. 139-145, PMID 1944396 .