All Photos(4)

N9005

Sigma-Aldrich

1-Naphthylamine

≥99.0%

Synonym(s):
α-Naphthylamine, 1-Aminonaphthalene
Linear Formula:
C10H7NH2
CAS Number:
Molecular Weight:
143.19
Beilstein:
386133
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99.0%

form

solid

color

light tan to purple

bp

301 °C (lit.)

mp

47-50 °C (lit.)

density

1.114 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Nc1cccc2ccccc12

InChI

1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2

InChI key

RUFPHBVGCFYCNW-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

1-Naphthylamine has been used in the synthesis of Pitnot-2, an inactive analog of clathrin inhibitor Pitstop 2.
It can also be used as a starting material to synthesize:
  • [(S)-HY-Phos], a novel chiral phosphine-phosphoramidite ligand for use in rhodium-catalyzed asymmetric hydrogenation of various functionalized olefins.
  • N-(naphthalen-1-yl)picolinamide.

Packaging

25, 100, 250 g in glass bottle
1 kg in glass bottle

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 1A

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Synthesis of the Pitstop family of clathrin inhibitors.
Robertson M J, et al.
Nature Protocols, 9(7), 1592-1592 (2014)
Cobalt?Catalyzed, Aminoquinoline?Directed C (sp2)- H Bond Alkenylation by Alkynes.
Grigorjeva L and Daugulis O
Angewandte Chemie (International Edition in English), 126(38), 10373-10376 (2014)
T C VandenBoer et al.
Journal of chromatography. A, 1618, 460843-460843 (2020-01-14)
A rapid separation and quantitation of the stereoisomer amino sugars glucosamine, galactosamine, and mannosamine, along with muramic acid, is needed. These compounds, when their quantities are accurate, can be used to understand the origin and fate of natural organic matter...
Novel chiral phosphine-phosphoramidite ligands derived from 1-naphthylamine for highly efficient Rh-catalyzed asymmetric hydrogenation.
Yu S B, et al.
Tetrahedron Asymmetry, 19(15), 1862-1866 (2008)
Xiaolin Zhang et al.
Inorganic chemistry, 51(4), 2325-2331 (2012-02-10)
A unique gadolinium complex, Nap-DO3A-Gd, comprising a naphthylamine luminescent moiety, a di-2-picolylamine (DPA) binding chelator, and a 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (DO3A) moiety has been designed and synthesized as a dual-functional probe for selective magnetic resonance imaging and fluorescent sensing of copper(II)...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service