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N9005

Sigma-Aldrich

1-Naphthylamine

97%

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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

Assay

97%

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

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1 of 4

This Item
N91253346134390
1-Naphthylamine 97%

Sigma-Aldrich

N9005

1-Naphthylamine

1-Naphthylamine analytical standard

Supelco

34390

1-Naphthylamine

form

solid

form

powder

form

powder

form

-

bp

301 °C (lit.)

bp

-

bp

-

bp

301 °C (lit.)

mp

47-50 °C (lit.)

mp

194-198 °C (dec.) (lit.)

mp

194-198 °C (dec.) (lit.)

mp

47-50 °C (lit.)

density

1.114 g/mL at 25 °C (lit.)

density

-

density

-

density

1.114 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

General description

α-Naphthylamine, a naphthalene substituted by an amino group is an organic dye used as a detection reagent in the synthesis of novel azo dyes.

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.

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

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of the Pitstop family of clathrin inhibitors.
Robertson M J, et al.
Nature Protocols, 9(7), 1592-1592 (2014)
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)
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)
Synthesis of dis-azo black dyes for electrowetting displays
Chiang Y, et al.
Journal of Materials Science and Engineering. B, 177, 1672-1677 (2012)
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

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