N- phenyl-1-naphthylamine

Structural formula
General
Surname	N- phenyl-1-naphthylamine
other names	1-anilinonaphthalene Phenyl-α-naphthylamine PAN
Molecular formula	C 16 H 13 N
Brief description	red-violet solid with a slightly aromatic odor
External identifiers / databases
CAS number 90-30-2 EC number 201-983-0 ECHA InfoCard 100.001.803 PubChem 7013 ChemSpider 6746 Wikidata Q10859671
properties
Molar mass	219.29 g mol −1
Physical state	firmly
density	1.16 g cm −3
Melting point	56-60 ° C
boiling point	224 ° C
Vapor pressure	0.07 hPa (123 ° C)
solubility	practically insoluble in water (0.003 g l −1 at 20 ° C) easily soluble in benzene , methylene chloride , acetone and ethanol
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-317-373-410 P: 273-280-501
Toxicological data	1630 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-1-naphthylamine is a chemical compound from the aminobenzenes group .

Extraction and presentation

N- phenyl-1-naphthylamine can be obtained by catalytic conversion of 1-naphthylamine with aniline at 200 ° C.

properties

As a technical product, N- phenyl-1-naphthylamine is a flammable, hardly inflammable, flaky, red-violet solid with a slightly aromatic odor, which is practically insoluble in water. The pure compound is in the form of lemon-yellow needles or prisms. Small amounts (<1%) of impurities in the technical product are 1-naphthylamine , 2-naphthylamine , aniline , 1-naphthol , 1,1-dinaphthylamine and N -phenyl -2-naphthylamine .

use

N- phenyl-1-naphthylamine is used as an antioxidant in lubricating, gear, hydraulic and bearing oils as well as in rubber compounds. It is also a precursor to the synthesis of the triarylmethane dye Victoria blue and other chemical compounds.

Risk assessment

N- phenyl-1-naphthylamine was included in the EU's ongoing action plan ( CoRAP ) in 2012 in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of N- phenyl-1-naphthylamine were concerns about its widespread use and the dangers arising from a possible assignment to the group of PBT / vPvB substances. The re-evaluation has been running since 2012 and is carried out by Germany .

Individual evidence

1. ↑ ^{a b c d e f g h i j} Entry on N-phenyl-1-naphthylamine in the GESTIS substance database of the IFA , accessed on September 10, 2017(JavaScript required) .
2. ↑ ^{a b c d} Toxicological assessment of N-phenyl-1-naphthylamine (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on May 1, 2018.
3. ↑ Patent EP0924191 : Production of N-phenyl-1-naphthylamine. Published June 23, 1999 . ‌
4. ^ Concise International Chemical Assessment Document (CICAD) for N-Phenyl-1-naphthylamine , accessed September 11, 2017.
5. ↑ Entry on N-Phenylnaphthalenamine. In: Römpp Online . Georg Thieme Verlag, accessed on September 11, 2017.
6. ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): N-1-naphthylaniline , accessed on March 26, 2019.