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

Introduction：Basic information about (S)-(-)-1-(1-Naphthyl)ethylamine CAS 10420-89-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(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

(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.)
• Fp: >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 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 Information

• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: 2735
• WGK Germany: 3
• RTECS: QJ6963000
• F: 10-34
• Hazard Note: Irritant
• TSCA: TSCA listed
• HazardClass: 8
• PackingGroup: II
• HS Code: 29214990
• Storage Class: 10 - Combustible liquids
• Hazard Classifications: Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

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

Description

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

(S)-(-)-1-(1-Naphthyl)ethylamine is a colourless to light orange to yellow transparent liquid, hygroscopicity, thermal sensitivity. Density: 1.067 g/mL (lit.) at 20 °C; Boiling Point: 125 °C/3 mmHg; Specific Gravity (20/20): 1.07; Refractive Index: 1.62. Store under inert gas. It can undergo substitution reactions.

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.

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.]