2-Naphthylamine

2-Naphthylamine
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Naphthalen-2-amine
Other names
(Naphthalen-2-yl)amine
2-Naphthylamine
β-Naphthylamine
Identifiers
3D model (JSmol)
606264
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.892 Edit this at Wikidata
EC Number
  • 202-080-4
165176
KEGG
RTECS number
  • QM2100000
UNII
UN number 1650
  • InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2 checkY
    Key: JBIJLHTVPXGSAM-UHFFFAOYSA-N checkY
  • InChI=1/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2
    Key: JBIJLHTVPXGSAM-UHFFFAOYAA
  • c12ccccc1ccc(N)c2
Properties
C10H9N
Molar mass 143.189 g·mol−1
Appearance White to red crystals[1]
Odor odorless[1]
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)
miscible in hot water[1]
Vapor pressure 1 mmHg (107°C)[1]
Acidity (pKa) 3.92
-98.00·10−6 cm3/mol
Hazards
GHS labelling:
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H302, H350, H411
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).
checkY verify (what is checkY☒N ?)

2-Naphthylamine 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 It was formerly used to make azo dyes, but it is a known carcinogen and has largely been replaced by less toxic compounds.[2]

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0442". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a17_009.

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