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

(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:Miscellaneous;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
Mol File:10420-89-0.mol
(S)-(-)-1-(1-Naphthyl)ethylamine Structure
(S)-(-)-1-(1-Naphthyl)ethylamine Chemical Properties
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. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in chloroform, ethanol.
form Liquid
pka9.26±0.40(Predicted)
color brown
optical activity[α]20/D 59°, c = 5 in methanol
Sensitive Air Sensitive
BRN 2208024
InChIKeyRTCUCQWIICFPOD-VIFPVBQESA-N
CAS DataBase Reference10420-89-0(CAS DataBase Reference)
NIST Chemistry Reference(S)-(-)-«alpha»-(1-naphthyl)ethylamine(10420-89-0)
EPA Substance Registry System1-Naphthalenemethanamine, .alpha.-methyl-, (.alpha.S)- (10420-89-0)
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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
(S)-(-)-1-(1-Naphthyl)ethylamine Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
UsesEmployed in a preparation of a chiral thiourea solvating agent useful for enantiodiscrimination of α-hydroxy and α-amino acids by 1H NMR.
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(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.
Purification MethodsPurify 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.]
(S)-(-)-1-(1-Naphthyl)ethylamine Preparation Products And Raw materials
N-[2-(HYDROXYMETHYL)-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-1-YL]-N'-(4-NITROPHENYL)THIOUREA (1-[ACETYL(METHYL)AMINO]-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-2-YL)METHYL ACETATE (S)-N-(3,5-DINITROBENZOYL) 1-(1-NAPHTHYL)ETHYLAMINE (S)-(-)-N-METHYL-1-(1-NAPHTHYL)ETHYLAMINE,S(-)-N-METHYL-ALPHA-(1-NAPHTHYL)ETHYLAMINE (S)-(-)-N,N-DIMETHYL-1-(1-NAPHTHYL)ETHYLAMINE (S)-N-(1-(1-NAPHTHYL) ETHYL)MALEIMIDE (S)-N-(1-(1-NAPHTHYL) ETHYL)PHTHALIMIDE (S)-N-(1-(1-NAPHTHYL) ETHYL)SUCCINAMIC ACID (S)-(-)-N-[1-(1-NAPHTHYL)ETHYL]SUCCINAMIC ACID N-[2-(HYDROXYMETHYL)-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-1-YL]-N'-[3-(TRIFLUOROMETHYL)PHENYL]THIOUREA [1-(ACETYLAMINO)-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-2-YL]METHYL ACETATE N-[2-(HYDROXYMETHYL)-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-1-YL]-N'-METHYLTHIOUREA Etamsylate L-1-Phenylethylamine N-(4-CHLOROPHENYL)-N'-[2-(HYDROXYMETHYL)-2,3-DIHYDRO-1H-BENZO[F]CHROMEN-1-YL]UREA 2-(4-CHLOROPHENYL)-1,4A,5,12C-TETRAHYDRO-2H,4H-BENZO[5,6]CHROMENO[4,3-D][1,3]OXAZINE BIS((S)-1-(1-NAPHTHYL) ETHYL)AMINE HYDROCHLORIDE N-[(S)-1-(1-NAPHTHYL)ETHYL]PHTHALAMIC ACID

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