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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:
134-32-7
Molecular Weight:
143.19
Beilstein:
386133
MDL number:
MFCD00004016
UNSPSC Code:
12352100
PubChem Substance ID:
57654469
NACRES:
NA.22

Key Documents

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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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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

H302,H350,H411

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6402
BCCN7640
BCCK9021
BCCK6713
BCCH6869

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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)
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)
Synthesis of the Pitstop family of clathrin inhibitors.
Robertson M J, et al.
Nature Protocols, 9(7), 1592-1592 (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
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