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Sigma-Aldrich

(R)-(+)-1-(1-Naphthyl)ethylamine

≥99%

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Synonym(s):
(R)-(+)-α-Methyl-1-naphthalenemethylamine
Linear Formula:
C10H7CH(CH3)NH2
CAS Number:
Molecular Weight:
171.24
Beilstein/REAXYS Number:
2208025
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

form

liquid

optical activity

[α]20/D +55°, c = 2 in ethanol

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.623 (lit.)

bp

153 °C/11 mmHg (lit.)

density

1.067 g/mL at 20 °C (lit.)

SMILES string

C[C@@H](N)c1cccc2ccccc12

InChI

1S/C12H13N/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9H,13H2,1H3/t9-/m1/s1

InChI key

RTCUCQWIICFPOD-SECBINFHSA-N

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Application

Absolute configuration of primary amines determined using chiral (2-nitrophenyl)proline amides and 1H NMR.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Hee Choon Ahn et al.
Organic letters, 9(19), 3853-3855 (2007-08-23)
N-(2-Nitrophenyl)proline (2-NPP) amides of primary amines have a conformational preference for intramolecular hydrogen bonding. Because of the strong and selective anisotropic effects on the amine substituents, the absolute configuration of alpha-chiral primary amines can be assigned by comparing the 1H

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