2-Naphthylamine

2-Naphthylamine
Names
	Preferred IUPAC name Naphthalen-2-ylamine
	Other names 2-Naphthaleneamine; 2-Aminonaphthalene; β-Naphthylamine; β-Aminonaphthalene
Identifiers
CAS Number	91-59-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	606264
ChEBI	CHEBI:27878 ;
ChEMBL	ChEMBL278164 ;
ChemSpider	6790 ;
ECHA InfoCard	100.001.892
EC Number	202-080-4;
Gmelin Reference	165176
KEGG	C02227 ;
PubChem CID	7057;
RTECS number	QM2100000;
UNII	CKR7XL41N4;
UN number	1650
CompTox Dashboard (EPA)	DTXSID2020921 ;
	InChI InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2 Key: JBIJLHTVPXGSAM-UHFFFAOYSA-N ; InChI=1/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2 Key: JBIJLHTVPXGSAM-UHFFFAOYAA;
	SMILES c12ccccc1ccc(N)c2;
Properties
Chemical formula	C10H9N
Molar mass	143.189 g·mol−1
Appearance	White to red crystals
Odor	odorless
Density	1.061 g/cm3
Melting point	111 to 113 °C (232 to 235 °F; 384 to 386 K)
Boiling point	306 °C (583 °F; 579 K)
Solubility in water	miscible in hot water
Vapor pressure	1 mmHg (107°C)
Acidity (pKa)	3.92
Magnetic susceptibility (χ)	−98.00·10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H350, H411
Precautionary statements	P201, P202, P264, P270, P273, P281, P301+P312, P308+P313, P330, P391, P405, P501
Flash point	157 °C; 315 °F; 430 K
Related compounds
Related compounds	2-Naphthol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2-Naphthylamine or 2-aminonaphthalene is one of two isomeric aminonaphthalenes, compounds with the formula C₁₀H₇NH₂. It is a colorless solid, but samples take on a reddish color in air because of oxidation. It was formerly used to make azo dyes, but it is a known carcinogen and has largely been replaced by less toxic compounds.

Names


Preferred IUPAC name Naphthalen-2-ylamine
Other names 2-Naphthaleneamine 2-Aminonaphthalene β-Naphthylamine β-Aminonaphthalene
Identifiers
CAS Number	91-59-8^Y
3D model (JSmol)	Interactive image
Beilstein Reference	606264
ChEBI	CHEBI:27878^Y
ChEMBL	ChEMBL278164^Y
ChemSpider	6790^Y
ECHA InfoCard	100.001.892
EC Number	202-080-4
Gmelin Reference	165176
KEGG	C02227^Y
PubChem CID	7057
RTECS number	QM2100000
UNII	CKR7XL41N4
UN number	1650
CompTox Dashboard (EPA)	DTXSID2020921
InChI InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2^Y Key: JBIJLHTVPXGSAM-UHFFFAOYSA-N^Y InChI=1/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2 Key: JBIJLHTVPXGSAM-UHFFFAOYAA
SMILES c12ccccc1ccc(N)c2
Properties
Chemical formula	C₁₀H₉N
Molar mass	143.189 g·mol⁻¹
Appearance	White to red crystals
Odor	odorless
Density	1.061 g/cm³
Melting point	111 to 113 °C (232 to 235 °F; 384 to 386 K)
Boiling point	306 °C (583 °F; 579 K)
Solubility in water	miscible in hot water
Vapor pressure	1 mmHg (107°C)
Acidity (pK_a)	3.92
Magnetic susceptibility (χ)	−98.00·10⁻⁶ cm³/mol
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H350, H411
Precautionary statements	P201, P202, P264, P270, P273, P281, P301+P312, P308+P313, P330, P391, P405, P501
Flash point	157 °C; 315 °F; 430 K
Related compounds
Related compounds	2-Naphthol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references