ChemicalBook CAS DataBase List 10420-89-0

10420-89-0

Name	(S)-(-)-1-(1-Naphthyl)ethylamine
CAS	10420-89-0
EINECS(EC#)	600-536-0
Molecular Formula	C12H13N
MDL Number	MFCD00064179
Molecular Weight	171.24
MOL File	10420-89-0.mol

Synonyms

(1S)-1-NAPHTHALEN-1-YLETHANAMINE L-A-(1-NAPHTHYL)ETHYLAMINE L-ALPHA-(ALPHA-NAPHTHYL)ETHYLAMINE (S)-(-)-1-(1-NAPHTHYL)ETHYLAMINE (S)-1-(1-NAPHTHYL)ETHYLAMINE (S) 1-(1-NAPTHYL)ETHYLAMINE (S)-1-(NAPHTHALEN-1-YL)ETHANAMINE (S)-(-)-A-(1-NAPHTHYL)ETHYLAMINE (S)-(-)-ALPHA-(1-AMINOETHYL)NAPHTHALENE (S)(-)-ALPHA-(1-NAPHTHYL)ETHYLAMINE (S)-(-)-(1-Naphthyl)ethylamine (s)-1-naphthalenemethanamin (S)-alpha-Methyl-1-naphthalenemethanamine 1-(1-Naphthyl)ethanamine 1-Naphthalenemethanamine, alpha-methyl-, (S)- L-alpha-(1-Naphthyl)ethylamine, (-)- S-(-)-1-(alpha-Naphthyl)ethylamine (S)-(-)-1-(1-NAPHTHYL)ETHYLAMINE 99% (S)-(-)-alpha-(1-Naphthyl)ethylamine, 99+% 1-Naphthalenemethanamine, .alpha.-methyl-, (.alpha.S)-

Chemical Properties

Appearance	Colorless to light yellow liqui
alpha	-60 º (C=2, MEOH)
Boiling point	153 °C/11 mmHg (lit.)
density	1.067 g/mL at 20 °C(lit.)
refractive index	n20/D 1.623(lit.)
Fp	>230 °F
storage temp.	2-8°C
solubility	Soluble in chloroform, ethanol.
form	Liquid
pka	9.26±0.40(Predicted)
color	brown
Optical Rotation	[α]20/D 59°, c = 5 in methanol
Sensitive	Air Sensitive
BRN	2208024
InChI	1S/C12H13N/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9H,13H2,1H3/t9-/m0/s1
InChIKey	RTCUCQWIICFPOD-VIFPVBQESA-N
SMILES	C[C@H](N)c1cccc2ccccc12
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)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319-H335
Precautionary statements	P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . less more
RIDADR	2735
WGK Germany	3
RTECS	QJ6963000
F	10-34
Hazard Note	Irritant
TSCA	Yes
HazardClass	8
PackingGroup	II
HS Code	29214990
Storage Class	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Hazard Information

Description

(S)-(-)-1-(1-Naphthyl)ethylamine(10420-89-0) is an organic compound used as a raw material for organic synthesis. Chiral moieties were connected to the heteroatom-bridged calix-triazin scaffold by reactions of (S)- or (R)-(+)-1-(1-Naphthyl)ethylamine with tetraazacalix[4]arene[2]triazine.

Chemical Properties

Colorless to light yellow liqui

Uses

(S)-(-)-1-(1-Naphthyl)ethylamine(10420-89-0) 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

Synthesis

Using enzymes, particularly Candida Antarctic Lipase B, as catalysts, and utilizing the different transesterification rates of 1-(1-naphthyl)ethylamines of different chiralities, (R)-1-(1-naphthyl)ethylamine is esterified, while (S)-(-)-1-(1-naphthyl)ethylamine is retained. And then (S)-(-)-1-(1-naphthyl)ethylamine can be obtained by separation .

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.]

Spectrum Detail

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