(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.
(S)-(-)-1-(1-Naphthyl)ethylamine Appearance is 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.
(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.
Employed in a preparation of a chiral thiourea solvating agent useful for enantiodiscrimination of α-hydroxy and α-amino acids by 1H NMR.
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.]
