N- phenyl-2-naphthylamine

Structural formula
General
Surname	N- phenyl-2-naphthylamine
other names	PBNA; Phenyl-β-naphthylamine; 2- (phenylamino) naphthalene; N - (2-naphthyl) aniline; 2-naphthyl (phenyl) amine; β-naphthyl (phenyl) amine; N -naphthylaniline; 2-anilinonaphthalene;
Molecular formula	C 16 H 13 N
Brief description	almost colorless and odorless solid
External identifiers / databases
EC number	205-223-9
ECHA InfoCard	100,004,749
PubChem	8679
ChemSpider	8355
Wikidata	Q13872172
properties
Molar mass	219.29 g mol −1
Physical state	firmly
density	1.24 g cm −3
Melting point	108 ° C
boiling point	400 ° C
solubility	practically insoluble in water; soluble in benzene (27 g / l), ethanol (50 g / l) and acetone (640 g / l);
safety instructions
H and P phrases	H: 351-319-315-317-411
	P: 273-280-305 + 351 + 338
Toxicological data	8730 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 .

N- phenyl-2-naphthylamine is a chemical compound from the aminobenzenes group .

Extraction and presentation

N can phenyl-2-naphthylamine by reaction of 2-naphthol with aniline - hydrochloride are obtained, which already in 1880 by Carl Gräbe was published.

properties

N- phenyl-2-naphthylamine is a flammable, hardly inflammable, almost colorless, odorless, flaky solid that is practically insoluble in water and turns gray-pink in air.

use

N- phenyl-2-naphthylamine is used as an antioxidant ( e.g. for Semtex ) and stabilizer (for 1,3-butadiene ).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on N-phenyl-2-naphthylamine in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ International Agency for Cancer Research (Ed.): Some Aromatic Amines and Related Nitro Compounds - Hair Dyes, Coloring Agents & Miscellaneous Industrial Chemicals (= IARC Monographs . Volume 16 ). 1978, p. 326 ( PDF - manufacturer information BFGoodrich ).
↑ Entry on N-2-naphthylaniline in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 2, 2017. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Data sheet N-Phenyl-2-naphthylamine, 97% from Sigma-Aldrich , accessed on December 31, 2016 ( PDF ).
↑ C. Graebe: About the reactivity of naphthols . In: Reports of the German Chemical Society . tape 13 , no. 2 , 1880, p. 1849–1851 , doi : 10.1002 / cber.188001302155 : “About two years ago, Mr. R. Holdmann made the peculiar observation in Caro's laboratory that β-naphtol, when heated with hydrochloric aniline, yields a new nitrogen-containing body. "
↑ Patent DE14612 : Process for converting the naphthols into their corresponding primary, secondary and tertiary monamines. Registered on February 22, 1880 , published on July 15, 1881 , applicant: Badische Anilin- und Sodafabrik. ‌
^ Paul M. Pellegrino, Ellen L. Holthoff, Mikella E. Farrell: Laser-Based Optical Detection of Explosives . CRC Press, 2015, ISBN 978-1-4822-3329-2 , pp. 76 ( limited preview in Google Book search).
↑ Entry on N-phenyl-2-naphthylamine in the Hazardous Substances Data Bank , accessed on December 31, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on N-phenyl-2-naphthylamine in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .

[2] International Agency for Cancer Research (Ed.): Some Aromatic Amines and Related Nitro Compounds - Hair Dyes, Coloring Agents & Miscellaneous Industrial Chemicals (= IARC Monographs . Volume 16 ). 1978, p. 326 ( PDF - manufacturer information BFGoodrich ).

[CLP_100.004.749-3] Entry on N-2-naphthylaniline in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 2, 2017. Manufacturers or distributors can expand the harmonized classification and labeling .

[Sigma-4] Data sheet N-Phenyl-2-naphthylamine, 97% from Sigma-Aldrich , accessed on December 31, 2016 ( PDF ).

[5] C. Graebe: About the reactivity of naphthols . In: Reports of the German Chemical Society . tape 13 , no. 2 , 1880, p. 1849–1851 , doi : 10.1002 / cber.188001302155 : “About two years ago, Mr. R. Holdmann made the peculiar observation in Caro's laboratory that β-naphtol, when heated with hydrochloric aniline, yields a new nitrogen-containing body. "

[6] Patent DE14612 : Process for converting the naphthols into their corresponding primary, secondary and tertiary monamines. Registered on February 22, 1880 , published on July 15, 1881 , applicant: Badische Anilin- und Sodafabrik. ‌

[7] Paul M. Pellegrino, Ellen L. Holthoff, Mikella E. Farrell: Laser-Based Optical Detection of Explosives . CRC Press, 2015, ISBN 978-1-4822-3329-2 , pp. 76 ( limited preview in Google Book search).

[HSDB-8] Entry on N-phenyl-2-naphthylamine in the Hazardous Substances Data Bank , accessed on December 31, 2016.