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(S)-(-)-1-(1-Naphthyl)ethylamine

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(S)-(-)-1-(1-Naphthyl)ethylamine Basic information

Product Name:
(S)-(-)-1-(1-Naphthyl)ethylamine
Synonyms:
  • (1S)-1-NAPHTHALEN-1-YLETHANAMINE
  • (S)-(-)-1-(1-Naphthyl)ethylamine, ChiPros 99+%, ee 99+%
  • (S)-(-)-Alpha-(1-naphtyl)ethylamine, 99+%,
  • (-)-1-[(S)-1-Aminoethyl]naphthalene
  • (1S)-1-(1-Naphthyl)ethanamine
  • (S)-α-Methylnaphthalene-1-methanamine
  • (αS)-α-Methylnaphthalene-1-methanamine
  • [S,(-)]-α-Methyl-1-naphthalenemethanamine
CAS:
10420-89-0
MF:
C12H13N
MW:
171.24
EINECS:
600-536-0
Product Categories:
  • chiral
  • Amines (Chiral)
  • Analytical Chemistry
  • Chiral Building Blocks
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
  • for Resolution of Acids
  • Optical Resolution
  • Synthetic Organic Chemistry
  • Miscellaneous
Mol File:
10420-89-0.mol
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(S)-(-)-1-(1-Naphthyl)ethylamine Chemical Properties

Boiling point:
153 °C/11 mmHg (lit.)
alpha 
-60 º (C=2, MEOH)
Density 
1.067 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.623(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in chloroform, ethanol.
form 
Liquid
pka
9.26±0.40(Predicted)
color 
brown
optical activity
[α]20/D 59°, c = 5 in methanol
Sensitive 
Air Sensitive
BRN 
2208024
InChIKey
RTCUCQWIICFPOD-VIFPVBQESA-N
CAS DataBase Reference
10420-89-0(CAS DataBase Reference)
NIST Chemistry Reference
(S)-(-)-«alpha»-(1-naphthyl)ethylamine(10420-89-0)
EPA Substance Registry System
1-Naphthalenemethanamine, .alpha.-methyl-, (.alpha.S)- (10420-89-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
RIDADR 
2735
WGK Germany 
3
RTECS 
QJ6963000
10-34
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29214990

MSDS

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(S)-(-)-1-(1-Naphthyl)ethylamine Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Uses

(S)-(-)-1-(1-Naphthyl)ethylamine is used in the asymmetric synthesis of α-cyanocarboxylates. Also used in the synthesis of chiral imadazolin-2-ylidene ligands used in organometallic catalysis. Chiral/Asymmetric synthesis.

Uses

Employed in a preparation of a chiral thiourea solvating agent useful for enantiodiscrimination of α-hydroxy and α-amino acids by 1H NMR.

Purification Methods

Purify the amine by distillation in a good vacuum. [Mori et al. Tetrahedron 37 1343 1981, cf Wilson in Topics Stereochem (Allinger and Eliel eds) v o l 6 135 1971, Fredga et al. Acta Chem Scand 11 1609 1957.] The hydrochlorides crystallise from H2O [] D 18 ±3.9o (c 3, H2O), and the sulfates recrystallise from H2O as tetrahydrates m 230-232o. The RS-amine has b 153o/11mm, 156o/15mm, 183.5o/41mm [Blicke & Maxwell J Am Chem Soc 6 1 1780 1939]. [Beilstein 12 III 3111.]

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