1,5-naphthylenediamine

Structural formula
General
Surname	1,5-naphthylenediamine
other names	1,5-diaminonaphthalene; Naphthalene-1,5-diamine;
Molecular formula	C 10 H 10 N 2
Brief description	dark gray solid with a characteristic odor
External identifiers / databases
EC number	218-817-8
ECHA InfoCard	100.017.108
PubChem	16720
Wikidata	Q2191535
properties
Molar mass	158.20 g mol −1
Physical state	firmly
density	1.4 g cm −3
Melting point	190 ° C
boiling point	200–210 ° C (at 4 hPa)
solubility	practically insoluble in water (0.04 g l −1 at 20 ° C); soluble in ethanol , diethyl ether and chloroform ;
safety instructions
H and P phrases	H: 302-317-351-410
	P: 201-280-273-308 + 313-301 + 312-405-501
Toxicological data	634 mg kg −1 (female) ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,5-Naphthylenediamine is a chemical compound from the group of aminobenzenes and naphthalene derivatives .

Extraction and presentation

1,5-Naphthylenediamine can be obtained by reducing 1,5-dinitronaphthalene or ammonolysis of 1,5-dihydroxynaphthalene .

properties

1,5-naphthylenediamine is a flammable, hardly inflammable, air-sensitive, dark gray solid with a characteristic odor, which is practically insoluble in water. It decomposes when heated.

use

1,5-naphthylenediamine is reacted with phosgene to 1,5-naphthalene converted, which is a raw material for polyurethane - elastomers is. It is an important raw material and intermediate for organic synthesis, pharmaceuticals, agrochemicals and dyes.

safety instructions

Due to the increased incidence of tumors in rats and mice, 1,5-naphthylenediamine is classified as category 2 carcinogenic.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 1,5-naphthylenediamine in the GESTIS substance database of the IFA , accessed on January 28, 2019(JavaScript required) .
↑ Eula Bingham, Barbara Cohrssen: Patty's Toxicology, 6 Volume Set . John Wiley & Sons, 2012, ISBN 0-470-41081-7 , pp. 842 ( limited preview in Google Book search).
↑ Entry on 1,5-naphthylenediamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 29, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Entry on 1,5-naphthylenediamine in the Hazardous Substances Data Bank , accessed on January 28, 2019.
↑ Data sheet 1,5-Diaminonaphthalene, matrix substance for MALDI-MS, ≥99.0% (HPLC) from Sigma-Aldrich , accessed on January 28, 2019 ( PDF ).
↑ Data sheet 1,5-diaminonaphthalene, 97% from AlfaAesar, accessed on January 28, 2019 ( PDF )(JavaScript required) .
↑ MAK: 1,5-naphthylenediamine , 2004

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 1,5-naphthylenediamine in the GESTIS substance database of the IFA , accessed on January 28, 2019(JavaScript required) .

[Eula_Bingham,_Barbara_Cohrssen-2] Eula Bingham, Barbara Cohrssen: Patty's Toxicology, 6 Volume Set . John Wiley & Sons, 2012, ISBN 0-470-41081-7 , pp. 842 ( limited preview in Google Book search).

[CLP_100.017.108-3] Entry on 1,5-naphthylenediamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 29, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .

[HSDB-4] Entry on 1,5-naphthylenediamine in the Hazardous Substances Data Bank , accessed on January 28, 2019.

[Sigma-5] Data sheet 1,5-Diaminonaphthalene, matrix substance for MALDI-MS, ≥99.0% (HPLC) from Sigma-Aldrich , accessed on January 28, 2019 ( PDF ).

[Alfa-6] Data sheet 1,5-diaminonaphthalene, 97% from AlfaAesar, accessed on January 28, 2019 ( PDF )(JavaScript required) .

[MAK-7] MAK: 1,5-naphthylenediamine , 2004