(R)-(+)-1-(1-Naphthyl)ethylamine

Description

(R)-(+)-1-(1-Naphthyl)ethylamine is a reagent used in the formation of isolated acids via salt formation. It is also a raw material for the synthesis of (R)-1-(1-Naphthyl)ethyl isocyanate. In materials research, the use of Reflectance Absorption Infrared Spectroscopy (RAIRS) can be used to study the structure, bonding and orientation of R-1- nea and (S)-(-)-1-(2-naphthyl)ethylamine (S-2- nea) on Pd(1 1 1).

Chemical properties

Colorless to light yellow liqui

The Uses of (R)-(+)-1-(1-Naphthyl)ethylamine

(R)-(+)-1-(1-Naphthyl)ethylamine is used in chiral synthesis in organic reactions including the synthesis of β-amino acids and the enantioselective of ketones to nitroolefins. Also used as absolute configuration of primary amines determined using chiral (2-nitrophenyl)proline amides and H NMR.

What are the applications of Application

(R)-(+)-1-(1-Naphthyl)ethylamine can be used:
(1) As a reagent for the resolution of acids by salt formation;
(2) Determination of the absolute configuration of primary amines using chiral (2-nitrophenyl) proline amides and 1H NMR;
(3) Used as an inhibitor of cyclooxygenase-2 (COX-2), involved in prostaglandin production;
(4) Organic synthesis.

General Description

(R)-(+)-1-(1-Naphthyl)ethylamine is a chiral derivatization reagent useful for all gas chromatography (GC) applications in the chiral field. It is specially selected to meet the requirements for derivatization reagents for enantiomeric excess determinations.

Solubility in organics

(R)-(+)-1-(1-Naphthyl)ethylamine is soluble in chloroform and ethanol. Insoluble in water.

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.]