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Merck
CN

N9005

1-Naphthylamine

97%

Synonym(s):

α-Naphthylamine, 1-Aminonaphthalene

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About This Item

Linear Formula:
C10H7NH2
CAS Number:
Molecular Weight:
143.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
386133
Assay:
97%
Form:
solid
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Quality Level

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

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.



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Danger

Hazard Classifications

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

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品

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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)
Synthesis of dis-azo black dyes for electrowetting displays
Chiang Y, et al.
Journal of Materials Science and Engineering. B, 177, 1672-1677 (2012)
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)



Global Trade Item Number

SKUGTIN
N9005-100G04061835158324
N9005-25G04061835150298
N9005-1KG04061825773025
N9005-250G04061835158331